Gabriela Guillena

• Dr
• Professor (Associate) at University of Alicante

Catalytic C−H functionalization has provided new opportunities to access novel organic molecules more sustainably and efficiently. However, these procedures typically rely on precious metals or complex organic catalysts as well as on hazardous solvents or reaction conditions. Herein, a pioneering methodology for direct C−C bond formation enabled by...

Atenolol, one of the top five best-selling drugs in the world today used to treat angina and hypertension, and to reduce the risk of death after a heart attack, faces challenges in current synthetic methods to address inefficiencies and environmental concerns. The traditional synthesis of this drug involves a process that generates a large amount o...

The Friedel–Crafts reaction is present in many fields of chemistry, being especially relevant in industrial applications, where it is one of the key methodologies to transform raw materials into functionalized aromatic products. During the last few years, the industry has been compelled to modify the conditions applied in its processes owing to the...

In the presence of different nucleophilic Knoevenagel competitors, cyclic and acyclic ketones have been shown to undergo highly chemoselective aldol reactions with aldehydes. In doing so, the substrate breadth for this emerging methodology has been significantly broadened. The method is also no longer beholden to proline-based catalyst templates, e...

In the present study, for the first time environmentally friendly deep eutectic solvents (DESs) are used as reaction media to perform an efficient, simple and straightforward photocatalytic amide synthesis at room temperature using thioacids and amines. This method features mild conditions, a broad substrate scope, high yields (≤99%) under ambient...

In the present study, thirteen elements (Ag, Al, Ba, Cd, Cr, Cu, Fe, K, Li, Mg, Mn, Ni, Pb) have been extracted from used cooking oils, olive oils and animal fat. Either inductively coupled plasma optical emission spectrometry (ICP-OES) or tandem mass spectrometry (ICP-MS/MS) have been chosen as detection techniques. Due to the difficulty of direct...

Our society is facing a tremendous challenge to become more sustainable in every sphere of life. Regarding the chemical industry, one of the most significant issues to be addressed is the use of volatile organic compounds (VOCs) as solvents because they are petrol-derived and most of them are toxic and flammable. Among the possible solutions, deep...

Deep eutectic solvents (DES) are promising reaction media where interesting catalytic processes can be carried out. In theory, most of these mixtures are environmentally friendly, being an alternative to traditionally pollutant organic solvents used in several processes related to organic chemistry and biotechnology. However, recent studies show co...

Deep eutectic solvents (DES) are promising reaction media where interesting catalytic processes can be carried out. In theory, most of these mixtures are environmentally friendly, being an alternative to traditionally pollutant organic solvents used in several processes related to organic chemistry and biotechnology. However, recent studies show co...

Deep eutectic solvents (DESs) have been used for the first time as a sustainable medium in a ruthenium-catalyzed C-H activation reaction. This study describes an efficient, simple and straightfoward protocol...

FULL TEXT: https://www.sciencedirect.com/science/article/pii/S0167732220302488 The impact on the environment of polluting and volatile organic solvents represents nowadays a severe matter to be faced in order to reduce the incidence on the environment of chemical applications. Deep Eutectic Solvents (DESs) represent a step ahead in this field than...

This study describes, for the first time, the in situ generation of indium organometallic reagents in environmentally friendly deep eutectic solvents (DESs). The allylation process of different carbonyl compounds is achieved mediated by indium metal and using cheap allyl chloride derivatives. The unique DES properties allow to perform the reaction...

The recent advances in asymmetric organocatalysis using eutectic mixtures as a reaction medium are revised in this mini‐review. In addition, the first enantioselective transformations using chiral eutectic solvents, which play the role of a green medium and organocatalyst, are described. In this minireview we intend to deepen not only in the synthe...

Post-modification of a series of NCN-pincer platinum(II) complexes [PtX(NCN-R-4)] (NCN = [C6H2(CH2NMe2)2-2,6]–, R = C(O)H, C(O)Me and C(O)Et), X = Cl– or Br–) at the para-position using the McMurry reaction was studied. The synthetic route towards two new [PtCl(NCN-R-4)] (R = C(O)Me and C(O)Et) complexes used above is likewise described. The utilit...

The easy synthesis of graphene oxide (GO)‐supported manganese dioxide (MnO2) nanoparticles as a stable heterogeneous nanocatalyst (MnO2@GO) is described. This catalyst was investigated in the synthesis of 1,2,4‐oxadiazoles from amidoximes and aldehydes via a cyclization and oxidation process. The nanocomposite was prepared and characterized using v...

div> In this paper L-Proline-based Chiral Deep Eutectic Solvents (CDESs) were prepared and used as green and organocatalytic reaction media in a probe asymmetric Michael addition; in this reaction the L-Proline acts as solvent component as well as chiral organocatalyst. The results were analysed with NMR studies taking in account the availability...

The impact on the environment of polluting and volatile organic solvents represents nowadays a severe problem. In order to reduce the incidence on the environment of chemical applications, Deep Eutectic Solvents (DESs) represent a step ahead in this field thanks to their green properties. These novel liquids are formed by inter- and intra-molecular...

This study describes a novel and catalyst‐free methodology for the multicomponent synthesis of a broad range of sulfones, disulfides, and sulfides from non‐toxic triarylbismuthines (Ar3Bi) and sodium metabisulfite (Na2S2O5) in deep eutectic solvents (DESs). The fine tuning of the DESs properties allowed the solubility of all reagents, enhancing the...

Deep eutectic solvents (DESs) were described at the beginning of this century as an alternative to ionic liquids (ILs) in green chemistry. Despite their obvious sustainable advantages as reaction media, there is still controversy about their potential toxicity. Most of the ecotoxicity assays done up to now involving DESs are based on antibiograms....

A strong σ-donor mesoionic carbene ligand has been synthesized and applied to four different palladium-catalyzed cross-coupling transformations, proving the catalyst/medium compatibility and the increased activity of this system over previous reports in Deep Eutectic Solvent medium. Some cross-coupling processes could be carried out at room tempera...

A sustainable and novel synthesis of sulfonamides using a copper-catalysed process starting from triarylbismuthines, Na2S2O5 and nitro compounds is described, introducing a new Deep Eutectic Solvent (DES) as reaction medium. The use of volatile organic compounds (VOCs) as solvents is avoided in the entire process. This one-pot synthetic method is e...

A primary amine-salicylamide derived from chiral trans-cyclohexane-1,2-diamine was used as an organocatalyst for the enantioselective conjugate addition of aldehydes, mainly α,α-disubstituted to N-substituted maleimides. The reaction was performed in toluene as a solvent at room temperature. The corresponding enantioenriched adducts were obtained w...

The enantioselective α-amination of 1,3-dicarbonyl compounds has been performed using deep eutectic solvents (DES) as a reaction media and chiral 2-amino benzimidazole-derived compounds as a catalytic system. With this procedure, the use of toxic volatile organic compounds (VOCs) as reaction media is avoided. Furthermore, highly functionalized chir...

The Sonogashira cross-coupling reaction is the most frequently employed synthetic procedure for the preparation of arylated alkynes, which are important conjugated compounds with multiple applications. Despite of their rather high price, this reaction is usually catalyzed by palladium species, making the recovery and reuse of the catalyst an intere...

The enantioselective alpha-amination of 1,3-dicarbonyl compounds has been performed using a catalytic system based on deep eutectic solvents (DES) and chiral 2-amino benzimidazole-derived organocatalysts. This procedure avoids the use of toxic volatile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral m...

A NCN-pincer-Pd complex have been synthetized and applied to Hiyama-type cross-coupling reactions using neoteric solvents. This report constitutes a green approach to cross-coupling reactions since the reagents employed are stable and non-toxic. Also, the employed solvents (Deep Eutectic Solvents based on choline chloride or glycerol) are biodegrad...

A catalytic system based on deep eutectic solvents and chiral 2-amino benzimidazole organocatalysts is used to promote the enantioselective addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. This procedure avoids the use of toxic VOC as reaction medium, providing access to highly functionalized chiral molecules in a selective and efficient ma...

A unique jigsaw catalytic system based on deep eutectic solvents and palladium nanoparticles, where C-S bonds are formed from aryl boronic acids and sodium metabisulfite, is introduced. The functionalization step is compatible with a broad spectrum of reagents such as nucleophiles, electrophiles or radical scavengers. This versatile approach allows...

The asymmetric conjugate addition of carbon and heteroatom nucleophiles to nitroalkenes is a very interesting tool for the construction of highly functionalized synthetic building blocks. Thanks to the rapid development of asymmetric organocatalysis, significant progress has been made during the last years in achieving efficiently this process, con...

The catalytic asymmetric construction of chiral quaternary stereocenters is a continual area of research for organic chemists. In this sense, when a chlorine atom is introduced to a quaternary stereocenter, the synthetic difficulty of the resulting molecule increases along with its significance. This is true not only because of the intrinsic intere...

The deep eutectic solvent formed from D-glucose and racemic malic acid is a suitable solvent for L-proline-catalyzed enantioselective aldol reactions, creating simultaneously a C—C bond and a new stereocenter.

This microreview summarizes the use of deep eutectic solvents (DESs) and related melts in organic synthesis. Solvents of this type combine the great advantages of other proposed environmentally benign alternative solvents, such as low toxicity, high availability, low inflammability, high recyclability, low volatility, and low price, avoiding many d...

The series Topics in Current Chemistry Collections presents critical reviews from the journal Topics in Current Chemistry organized in topical volumes. The scope of coverage is all areas of chemical science including the interfaces with related disciplines such as biology, medicine and materials science. The goal of each thematic volume is to give...

Among the deep eutectic solvents (DES), natural deep eutectic solvents (NADES) formed by D-glucose and racemic malic acid are suitable media to perform the enantioselective L-proline catalyzed intermolecular aldol reaction, creating simultaneously and selectively a C–C bond and a new stereocenter. The scope of the reaction was found to be broad, wi...

BINAM-prolinamides are very efficient catalyst for the synthesis of non-protected and N-benzyl isatin derivatives by using an aldol reaction between ketones and isatins under solvent-free conditions. The results in terms of diastereo- and enantioselectivities are good, up to 99% de and 97% ee, and higher to those previously reported in the literatu...

Chiral γ-oxo-β-hydroxycarbonyl compounds and ε-oxo-δ-hydroxy-α,β-unsaturated esters are synthesized by aldol reactions of methylglyoxal (I) under aqueous conditions or phenylglyoxal monohydrate with ketones or aldehydes.

Con el curso académico 2013-2014 finaliza la implantación de los títulos de Grado en la Universidad de Alicante, y con ello se abre un período de análisis de este proceso que será la antesala de la evaluación y la acreditación de títulos. Los actuales títulos de Grado se diseñaron en un escenario socio-cultural-económico muy diferente al que se ha...

Over the past decade, a great effort has been made by the chemical community to improve the efficiency of organic transformations and allow sustainable processes. Merging the use of supported and recyclable organocatalysts and aqueous conditions for the asymmetric synthesis of valuable molecules, has led to outstanding contributions in the area of...

In the mid-1970s, with the petrol crisis, our society was made conscious of the limit in fuel and raw material resources, as well as the noxious balance in the equilibrium of our environment. The possibility of carrying multiple bond-forming transformations (MBFTs) based on multicomponent, domino, tandem, cascade, zipper, and sequential component r...

The direct aldol reaction between methylglyoxal (40% aqueous solution) or phenylglyoxal monohydrate and ketones or aldehydes is catalyzed by N-tosyl-(S-a)-binam-L-prolinamide to afford the corresponding chiral gamma-oxo-beta-hydroxy carbonyl compounds, mainly as anti isomers with enantioselectivities up to 97%.

Aqueous 2,2-dimethoxyacetaldehyde (60% wt solution) is used as an acceptor in aldol reactions, with cyclic and acyclic ketones and aldehydes as donors, organocatalyzed by 10 mol % of N-tosyl-(S-a)-binam-L-prolinamide [(S-a)-binam-sulfo-L-Pro] at it under solvent-free conditions. The corresponding monoprotected 2-hydroxy-1,4-dicarbonyl compounds are...

Glyoxylic acid is used as an electrophile in the stereoselective aldol reactions with unfunctionalized cyclic and non-cyclic ketones by using catalyst BPA.

The use of proline as catalyst for the aldol process has given a boost to the development of organocatalysis as a research area. Since then, a plethora of organocatalysts of diverse structures have been developed for this and other organic transformations under different reaction conditions. The use of an organic molecule as catalyst to promote a r...

N-Tosyl-(S-a)-binam-L-prolinamide is an efficient catalyst for the aqueous aldol reaction, between glyoxylic acid, as monohydrate or aqueous solution, and ketones. This reaction led to the formation of chiral alpha-hydroxy-gamma-keto carboxylic acids in high levels of diastereo- and enantioselectivities achieving mainly anti aldol products.

N-Tosyl-(S a)-binam-l-prolinamide is an efficient catalyst for the aqueous aldol reaction between ketones and glyoxylic acid, as the monohydrate or as an aqueous solution, or a 50% toluene solution of ethyl glyoxylate. These reactions led to the formation of chiral α-hydroxy-γ-keto carboxylic acids and esters in high levels of diastereo- and enanti...

Durante el curso académico 2013-2014 ha tenido lugar la implantación del último curso del Grado en Biología. Esto permite hacer un análisis completo de la implantación del título, así como un estudio sobre el diseño y desarrollo del Trabajo de fin de Grado y la adaptación del Programa de Prácticas externas. Estrategias de trabajo a través de las co...

Wet unsupported and supported 1,1'-binaphthalene-2,2'-diamine (BINAM) derived prolinamides are efficient organocatalysts under solvent-free conditions at room temperature to perform the synthesis of chiral tacrine analogues in good yields (up to 93%) and excellent enantioselectivies (up to 96%). The Friedlander reaction involved in this process tak...

This chapter discloses recent progress in the direct formation of carbon–heteroatom bonds at the α-position of a carbonyl compound by means of an organocatalyzed processes. Following this synthetic strategy, a wide number of optically active compounds, such as α-amino acids, α-amino alcohols, aziridines, epoxides, 1,2-diols, α-sulfenylated, α-selen...

Wet unsupported and supported-binam-derived prolinamides are efficient organocatalysts under solvent-free conditions at room temperature to perform the synthesis of chiral tacrine analogues in good yields (up to 93%) and excellent enantioselectivies (up to 96%). The Friedländer reaction involved in this process takes place using several cyclohexano...

Esta memoria resume el trabajo realizado por la Comisión académica del Grado en Ciencias del Mar de la Facultad de Ciencias de la Universidad de Alicante en el transcurso del curso académico 2012-2013. El objetivo final de esta labor ha sido trabajar de forma coordinada para detectar tanto las fortalezas como las debilidades y problemáticas de los...

Esta memoria resume el trabajo realizado por la Comisión académica del Grado en Ciencias del Mar de la Facultad de Ciencias de la Universidad de Alicante en el transcurso del curso académico 2012-2013. El objetivo final de esta labor ha sido trabajar de forma coordinada para detectar tanto las fortalezas como las debilidades y problemáticas de los...

Esta memoria resume el trabajo realizado por la Comisión académica del Grado en Ciencias del Mar de la Facultad de Ciencias de la Universidad de Alicante en el transcurso del curso académico 2012-2013. El objetivo final de esta labor ha sido trabajar de forma coordinada para detectar tanto las fortalezas como las debilidades y problemáticas de los...

El presenta proyecto está enmarcado en una red general de coordinación y seguimiento de todos los títulos de todos los estudios de ciencias de la facultad de Ciencias. El objetivo de esta subred se centra en la coordinación y seguimiento de los cursos correspondientes al Grado en Ciencias del Mar implantado en la Universidad de Alicante. La present...

A bottom-up strategy was used for the synthesis of cross-linked copolymers containing the organocatalyst N-{(1R)-2′-{[(4-ethylphenyl)sulfonyl]amino}[1,1′-binaphthalen]-2-yl}-D-prolinamide derived from 2 (Scheme 1). The polymer-bound catalyst 5b containing 1% of divinylbenzene as cross-linker showed higher catalyst activity in the aldol reaction bet...

(S(a))-Binam-D-prolinamide (20 mol%), instead of (S(a))-binam-L-prolinamide, in combination with chloroacetic acid (100 mol%) is an efficient organocatalyst for the direct aldol reaction between α-keto esters as electrophiles and alkyl and α-functionalised ketones, under quasi solvent-free conditions, providing access to highly functionalised chira...

(Sa)-(-)-1,1′-Binaphthyl-2,2′-diamine

The use of organocatalyst to promote the Morita-Baylis-Hillman (MBH) and aza-MBH reaction is an asymmetric and atom-economic way to obtain functionalized allylic alcohols or amines respectively, which have recently been well exploited, providing access to chiral densely functionalized products, which are valuable building blocks that can be further...

(S)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphtalenedione

Since the thriving use of simple (S)-proline as organocatalyst in the intermolecular direct aldol reaction in 2000, new reaction conditions have been investigated with this molecule to overcome the initial reaction inconveniences such as slow reaction rate, high catalyst loading, need of high polar solvents and huge excesses of reagents. At the sam...

Enantioselective organocatalytic processes have reached maturity over recent years with an impressive number of new applications each day. The application of these advantageous methodologies to the construction of chiral α-­hetereofunctionalized carbonyl compounds gave important chiral building blocks such as α-amino acids, α-amino alcohols, azirid...

(S)-Binam-L-prolinamide (20 mol%) catalyze the enantioselective Michael addition of several α- alkoxyketones to different β-nitrostyrene derivatives. In the study of the optimization of the reaction conditions it was found surprisingly that hexane is the solvent of choice to carry out such transformation. Under these reaction conditions, the corres...

This review covers literature on organocatalyzed enantioselective α-heterofunctionalization of carbonyl compounds from 2006 to 2009. In this review, we will consider those reactions in which a new carbon-heteroatom bond is formed using a chiral organic molecule as catalyst, excluding those processes, which involve the modification on the hybridizat...

Polystyrene-supported binam-prolinamide (PSBP) is used as catalyst in the aldol reaction between several ketones and aldehydes under solvent-free or aqueous conditions affording the corresponding aldol product in high regio-, diastereo, and enantioselectivities.

RESUMEN La presente memoria de investigación recoge los resultados del grupo de trabajo de la Red Elaboración de las guías de primer curso de las titulaciones de Grado en Biología y Grado en Ciencias del Mar del PROYECTO REDES DE INVESTIGACIÓN EN DOCENCIA UNIVERSITARIA 2010, presentada en la MODALIDAD I: Redes de Investigación en docencia universit...

NCN palladium(II) complexes have been covalently attached to the N- and C-termini of l-valine and to the N-terminus of the dipeptide l-Phe-l-Val-OMe. Remarkably, the hydrolysis of the NCN-Pd(II) l-Val-OMe compound afforded the corresponding palladated, free amino acid without affecting the metal site. This deprotected amino acid could be coupled to...

The immobilization of N-sulfonyl-(Ra)-binam-D-prolinamide using polystyrene as a support allows the recovery of an efficient catalytic system for the enantioselective direct aldol reaction between different ketones and aldehydes under solvent-free or aqueous conditions. The polystyrene-supported N-sulfonyl-(Ra)-binam-D-prolinamide catalyst in combi...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The bicyclic and tricyclic meso-N-(methylsulfonyl)dicarboximides 1a-f are converted enantioselectively to isopropyl [(sulfonamido)carbonyl]-carboxylates 2a-f by diisopropoxytitanium TADDOLate (75-92% yield; see Scheme 3). The enantiomer ratios of the products are between 86:14 and 97:3, and recrystallization from CH2Cl2/hexane leads to enantiomeric...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Póster presentado en las VII Jornadas de Investigación Departamental "San Alberto Magno" / Jornades d´Investigació Departamental "Sant Albert Magne", Alicante, Noviembre 2003 Estudio de la síntesis de cianhidrinas mediante catálisis asimétrica por formación de enlaces C-C promovida por ligandos quirales péptido-bifenilo.

The versatility and usefulness of heterogeneous and homogeneous catalysts in the alkylation of amines through the so-called hydrogen autotransfer process was reviewed. Mechanistic studies on the homogeneous iridium-catalyzed alkylation of amines with alcohols have been performed using density functional theory (DFT) calculations. This study showed...

A highly efficient (93% overall yield) and enantioselective (94% ee) synthesis of the Wieland–Miescher ketone (10-g scale) through a solvent-free Robinson annulation procedure is reported. The process involves only 1 mol% triethylamine as the base in the initial Michael process and the organocatalyst N-tosyl-(Sa)-binam-L-prolinamide (2 mol%) and be...

[891496-34-7] C30H30N4O2 (MW 478.24) InChI = 1S/C30H30N4O2/c35-29(25-11-5-17-31-25)33-23-15-13-19-7-1-3-9-21(19)27(23)28-22-10-4-2-8-20(22)14-16-24(28)34-30(36)26-12-6-18-32-26/h1-4,7-10,13-16,25-26,31-32H,5-6,11-12,17-18H2,(H,33,35)(H,34,36)InChIKey = FYTHJMKJVUTERE-UHFFFAOYSA-N(used as a catalyst and as a ligand in enantioselective synthesis of a...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

N-Tosyl-(Sa)-binam-L-prolinamide (5 mol%) and benzoic acid (1 mol%) were used as catalysts in the enantioselective direct aldol reaction between different ketones and aldehydes under solvent-free conditions in the presence or absence of water. Under this reaction conditions it was possible to reduce the amount of required ketone to 2 equiv to give...

Recoverable (S(a))-binam-L-prolinamide in combination with benzoic acid is used as catalysts in the direct aldol reaction between cycloalkyl, alkyl, and alpha-functionalized ketones and aldehydes under solvent-free reaction conditions. Three different methods are assayed: simple conventional magnetic stirring, magnetic stirring after previous disso...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Resumen de la comunicación presentada en la XXII Bienal de Química Orgánica, Tarragona, 25-28 de junio de 2008. El uso de (S)-prolina como catalizador en la reacción aldólica directa ha impulsado el rápido crecimiento de la organocatálisis como una metodología sintética muy útil para la formación enantioselectiva de enlaces C-C y C-heteroatomo, per...

The combination of (Sa)-binam-l-Pro (5mol%) and benzoic acid (10mol%) was used as catalysts in the direct aldol reaction between different aliphatic ketones and 4-nitrobenzaldehyde under solvent-free reaction conditions. Three different procedures are assayed: magnetic stirring (method A), magnetic stirring after previous dissolution in THF and eva...

The use of simple (S)-proline as catalyst for the intermolecular direct aldol reaction at the beginning of this century became a true milestone in the growth of organocatalysis as a useful synthetic strategy. Since then, a plethora of new organocatalytic systems have been developed allowing to reach extraordinary levels of efficiencies, widening th...

The hydrogen autotransfer process involves an initial oxidative hydrogen elimination, followed by different types of reactions, and is completed with a reductive hydrogen addition to give the final product. The sequence allows the alkylation of different nucleophilic agents using environmentally benign alcohols as electrophiles, mild conditions, an...

Recoverable (Sa)-BINAM-l-prolinamide in combination with benzoic acid catalyzed the direct aldol reaction between α-chloroacetone and several aldehydes in different solvents, including water. It is possible to obtain mainly one of the isomers with good regio-, diastero-, and enantioselectivity by choosing the appropriate solvent and reaction condit...

Recoverable BINAM-prolinamide derivatives, as well as L-proline, give results complementary to antibodies when used as organocatalysts for aldol eactions between aldehydes and α-alkoxyacetones driving regioselectively to anti/syn-1,2-diols. The formation of the iso-regioisomer is suppressed using α-hydroxyacetone in DMSO at rt, achieving the corres...