Organocatalytic Enantioselective Decarboxylative Aldol Reaction of Malonic Acid Half Thioesters with Aldehydes | Zendy

Bae Han Yong | Zendy; Sim Jae Hun | Zendy; Lee JiWoong | Zendy; List Benjamin | Zendy; Song Choong Eui | Zendy

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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.

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