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Catalytic Asymmetric Synthesis of Chiral Spiro‐cyclopropyl Oxindoles from 3‐Alkenyl‐oxindoles and Sulfoxonium Ylides
Author(s) -
Wang Lifeng,
Cao Weidi,
Mei Hongjiang,
Hu Linfeng,
Feng Xiaoming
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800937
Subject(s) - cyclopropanation , chemistry , enantioselective synthesis , catalysis , ylide , organic chemistry , stereochemistry , medicinal chemistry , combinatorial chemistry
A new enantioselective cyclopropanation of 3‐alkenyl‐oxindoles with sulfoxonium ylides was realized by using a chiral N , N ′‐dioxide/Mg(OTf) 2 complex as the catalyst. Various chiral spiro‐cyclopropyl oxindoles containing two or three continuous chiral carbon centres were obtained in high yields (up to 99%) with good dr (up to 97:3 dr) and high ee values (up to 94% ee ).