z-logo
Premium
Highly Enantioselective Construction of 3‐Hydroxy Oxindoles through a Decarboxylative Aldol Addition of Trifluoromethyl α‐Fluorinated gem ‐Diols to N ‐Benzyl Isatins
Author(s) -
Saidalimu Ibrayim,
Fang Xiang,
He XiaoPeng,
Liang Jing,
Yang Xueyan,
Wu Fanhong
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.201301443
Subject(s) - aldol reaction , enantioselective synthesis , chemistry , trifluoromethyl , cleavage (geology) , organic chemistry , bond cleavage , medicinal chemistry , catalysis , materials science , alkyl , fracture (geology) , composite material
An organocatalytic asymmetric direct aldol addition reaction that involves cleavage of a carbon–carbon bond through the release of trifluoroacetate was developed. The protocol is wide in scope, generating the desired oxindoles of biological interest in nearly quantitative yields (up to 99 %) with excellent enantioselectivities (up to 98 % ee ) and diastereoselectivities (up to 99:1 d.r.).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom