Premium
Organocatalytic Enantioselective Decarboxylative Aldol Reaction of Malonic Acid Half Thioesters with Aldehydes
Author(s) -
Bae Han Yong,
Sim Jae Hun,
Lee JiWoong,
List Benjamin,
Song Choong Eui
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201306297
Subject(s) - enantioselective synthesis , aldol reaction , chemistry , malonic acid , organic chemistry , sulfonamide , organocatalysis , knoevenagel condensation , catalysis
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.