Rosario Brieva

Publications (13)18.15 Total impact

• Chapter: Combination of Biocatalysis and Chemical Catalysis for the Preparation of Pharmaceuticals Through Multi‐Step Syntheses

  Vicente Gotor‐Fernández, Rosario Brieva, Vicente Gotor
  10/2008: pages 213 - 233; , ISBN: 9783527623389
• Article: Chemoenzymatic Preparation of Enantiopure Isomers of 4‐Aminochroman‐3‐ol and 1‐Amino‐1,2,3,4‐tetrahydronaphthalen‐2‐ol

  Verónica Recuero, Gonzalo de Gonzalo, Rosario Brieva, Vicente Gotor
  Annalen der Chemie und Pharmacie 07/2006; 2006(18):4224 - 4230. · 3.10 Impact Factor
• Article: Anhydrides as acylating agents in the enzymatic resolution of an intermediate of (-)-Paroxetine.

  Gonzalo de Gonzalo, Rosario Brieva, Víctor M Sánchez, Miguel Bayod, Vicente Gotor
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  ABSTRACT: A new chemoenzymatic method for the preparation of an intermediate of (-)-Paroxetine is reported. Cyclic anhydrides are used as acylating agents in the lipase-catalyzed esterification of trans-4-(4'-fluorophenyl)-3-hydroxymethyl-N-phenyloxycarbonylpiperidine in organic solvents. The best enantioselectivities are obtained with two different lipases from Candida antarctica. These two lipases show opposite stereochemical preference in these processes, so that both enantiomers can be obtained in their optically pure forms. The (3S,4R) isomer is an intermediate for the synthesis of (-)-Paroxetine.
  The Journal of Organic Chemistry 05/2003; 68(8):3333-6. · 4.45 Impact Factor
• Article: Lipases: Useful biocatalysts for the preparation of pharmaceuticals

  Vicente Gotor-Fernández, Rosario Brieva, Vicente Gotor
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  ABSTRACT: Biocatalysis offers a clean and ecological way to perform chemical processes, in mild reaction conditions and with high degree of selectivity. The use of enzymes, specially lipases, in organic solvents proves an excellent methodology for the preparation of single-isomer chiral drugs. This review covers some general aspects and representative examples of the use of lipases for the enantioselective or regioselective preparation of alcohol and amine intermediates in the synthesis of pharmaceuticals.
  Journal of Molecular Catalysis B: Enzymatic.
• Article: Biocatalytic preparation of enantioenriched 3,4-dihydroxypiperidines and theoretical study of Candida antarctica lipase B enantioselectivity

  Laura F. Solares, Iván Lavandera, Vicente Gotor-Fernández, Rosario Brieva, Vicente Gotor
  Tetrahedron. 62(14):3284-3291.
• Article: Enzymatic resolution of hindered cyanohydrins, key precursors of muscarinic receptor antagonists

  Verónica Recuero, Miguel Ferrero, Vicente Gotor-Fernández, Rosario Brieva, Vicente Gotor
  Tetrahedron Asymmetry 18(8):994-1002. · 2.65 Impact Factor
• Article: Lipase catalyzed aminolysis of ethyl propiolate and acrylic esters. Synthesis of chiral acrylamides

  Susana Puertas, Rosario Brieva, Francisca Robelledo, Vicente Gotor
  Tetrahedron. 49(19):4007-4014.
• Article: Enzymatic resolution of a quaternary stereogenic centre as the key step in the synthesis of (S)-(+)-citalopram

  Laura F. Solares, Rosario Brieva, Margarita Quirós, Isidro Llorente, Miguel Bayod, Vicente Gotor
  Tetrahedron Asymmetry 15(2):341-345. · 2.65 Impact Factor
• Article: (R)-Oxynitrilase-catalyzed transformation of ω-hydroxyalkanals

  Gonzalo de Gonzalo, Rosario Brieva, Vicente Gotor
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  ABSTRACT: Optically active aliphatic ω-hydroxycyanohydrins are valued materials in organic synthesis. We describe herein the effect of the different reaction parameters as organic solvent, temperature, concentration of enzyme or concentration of buffer in the (R)-oxynitrilase-catalyzed synthesis of optically enriched aliphatic ω-hydroxycyanohydrins from 4-hydroxybutanal and 5-hydroxypentanal.
  Journal of Molecular Catalysis B: Enzymatic.
• Article: Enzymatic resolution of (±)-6-(5-chloropyridin-2-yl)-6-vinyloxy-carbonyloxy-6,7-dihydro[5H]pyrrolo[3,4-b]pyrazin-5-one. Synthesis of (+)-zopiclone

  Vicente Gotor, Fernando Limeres, Roberto García, Miguel Bayod, Rosario Brieva
  Tetrahedron Asymmetry 8(7):995-997. · 2.65 Impact Factor
• Article: Enzymatic resolution of new carbonate intermediates for the synthesis of (S)-(+)-zopiclone

  Laura F. Solares, Mónica Dı́az, Rosario Brieva, Vı́ctor M. Sánchez, Miguel Bayod, Vicente Gotor
  Tetrahedron Asymmetry 13(23):2577-2582. · 2.65 Impact Factor
• Article: Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids

  Serge Nazabadioko, Ramón J Pérez, Rosario Brieva, Vicente Gotor
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  ABSTRACT: The preparation of (S)-2-cyanopiperidine 4 provides a new access to 2-substituted piperidines. This synthesis is based on an enantioselective (R)-oxynitrilase-catalyzed reaction for the preparation of (R)-(+)-6-bromo-2-hydroxyhexanenitrile 1 and the subsequent cyclization of this compound to yield the piperidine ring. The utilization of 4 as the starting material for the synthesis of (S)-2-aminomethylpiperidine 6, (R)-(−)-coniine 10 and (S)-(−)-pipecolic acid 13 is also described.
  Tetrahedron: Asymmetry.
• Article: Chemoenzymatic synthesis of azacycloalkan-3-ols

  Maria I Monterde, Serge Nazabadioko, Francisca Rebolledo, Rosario Brieva, Vicente Gotor
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  ABSTRACT: Optically active ω-bromocyanohydrins are easily synthesized through an enantioselective (R)-oxynitrilase-catalyzed reaction from their corresponding ω-bromoaldehydes. These cyanohydrins are starting materials for the preparation of medium size nitrogen heterocycles. The reduction of (R)-(+)-5-bromo-2-hydroxypentanenitrile affords, in one-pot, piperidin-3-ol. Azepan-3-ol and azocan-3-ol are readily obtained from their corresponding cyanohydrins in high enantiomeric excesses.
  Tetrahedron: Asymmetry.