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Bae, Han Yong
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Organocatalytic Enantioselective Decarboxylative Aldol Reaction of Malonic Acid Half Thioesters with Aldehydes

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Title
Organocatalytic Enantioselective Decarboxylative Aldol Reaction of Malonic Acid Half Thioesters with Aldehydes
Author
Bae, Han YongSim, Jae HunLee, Ji-WoongList, BenjaminSong, Choong Eui
Keywords
aldol reaction; aldehydes;  organocatalysis;  reaction mechanisms;  synthetic methods
Issue Date
201311
Publisher
WILEY-V C H VERLAG GMBH
Citation
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.52, no.46, pp.12143 - 12147
Abstract
Copycat: A highly enantioselective biomimetic aldol reaction of malonic acid half thioesters with a variety of aldehydes affords optically active β-hydroxy thioesters by employing the cinchona-derived sulfonamide organocatalyst 1. The synthetic utility of this protocol was demonstrated by performing formal syntheses of the antidepressants (R)-fluoxetine, (R)-tomoxetine, (-)-paroxetine, and (R)-duloxetine.
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DOI
http://dx.doi.org/10.1002/anie.201306297
ISSN
1433-7851
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