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April 2007
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11 Reads
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105 Citations
Organic Letters
Addition of arylmagnesium bromides to aryl(alkyl)acetylenes proceeded in the presence of an iron catalyst and a N-heterocyclic carbene ligand to give high yields of the corresponding alkenylmagnesium reagents, which were transformed into tetrasubstituted alkenes by subsequent treatment with electrophiles. [reaction: see text]
November 2006
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82 Reads
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104 Citations
Organic Letters
[reaction: see text] A rhodium-catalyzed multicomponent-coupling reaction has been developed that involves a cross-coupling with organohalides as part of the reaction sequence. Through several experiments toward mechanistic investigations, it has also been demonstrated that the reaction most likely proceeds via a carborhodation-oxidative addition-reductive elimination pathway, which clearly contrasts to the corresponding palladium-catalyzed processes.
April 2006
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42 Reads
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137 Citations
Journal of the American Chemical Society
Iron and copper complexes cooperatively catalyzed the arylmagnesiation of unfunctionalized alkynes including dialkylacetylenes, where the presence of both iron and copper catalysts is essential for high yields of 2-aryl-1-alkenylmagnesium bromides.
December 2005
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23 Reads
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83 Citations
Organic Letters
[reaction: see text] The first catalytic asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed by way of a rhodium-catalyzed 1,4-addition of arylzinc reagents to 4-quinolones. These 1,4-adducts can be obtained with high enantioselectivity by the use of (R)-binap as a ligand, and high yields are realized by conducting the reactions in the presence of chlorotrimethylsilane.
... 6 Intermolecular strategies typically center on conjugate addition reactions of organometallic reagents, such as Grignard reagents and organozinc reagents, to 4-quinolones. 7,8 While high enantiocontrol can be achieved in these cases, these methods generally suffer from the use of sensitive reagents as well as expensive or non-commercially available ligands. With such limits of available methodologies, we hypothesized that an alkynylation reaction of 4-siloxyquinolinium triflates, reactive species generated in situ from quinolones, could give rise to a straightforward, robust, and highly enantioselective synthesis of desirable dihydroquinolones. ...
December 2005
Organic Letters
... The most widely used transformations of this type include Zr-catalyzed Negishi methylamination, 1 -3 cycloalumination, 4 -7 Dzhemilev cyclomagnesiation, 8 -13 carbocupration, 14 carbostannylation, 15 carboboration, 16,17 and arylmagnesiation. 18 The carbometallation of alkynes with organozinc reagents is one of the most popular approaches to the synthesis of various functionally substituted alkenes. 19 -28 The considerable interest in the organozinc synthesis of these olefins is, first of all, due to the tolerance of Zn reagents to the presence of heterofuctional substituents in the substrates containing triple bonds. ...
April 2006
Journal of the American Chemical Society
... A series of the heterocyclic compounds of types 40 and 42 were tested in vitro as vascular disrupting agents that inhibit tubulin polymerization. [21] It should be noted that, starting from propiolamides, additional routes to 3-alkylidene indolinones were opened that are based on alternative transition-metal catalyzed domino sequences: a carborhodation followed by cross coupling with organozinc reagents, [22] a domino Heck-Sonogashira reaction, [23] and an indium-mediated carbometalation followed by a palladium cross coupling. [24] The application of the Heck-Suzuki cascade for building up the alkylidene 2,3-dihydro-1H-inden skeleton was also studied from 2000 to 2009. ...
November 2006
Organic Letters
... Other examples of C-X bond formations [23,[45][46][47][48][49][50]. ...
April 2007
Organic Letters
