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Chiral Tertiary Sulfonium Salts as Effective Catalysts for Asymmetric Base‐Free Neutral Phase‐Transfer Reactions
Author(s) -
Liu Shiyao,
Maruoka Keiji,
Shirakawa Seiji
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201612328
Subject(s) - sulfonium , enantioselective synthesis , chemistry , phosphonium , bifunctional , organocatalysis , catalysis , organic chemistry , combinatorial chemistry , base (topology) , conjugate , salt (chemistry) , mathematical analysis , mathematics
Although chiral quaternary ammonium and phosphonium salts are commonly used for asymmetric organocatalysis, the catalytic ability of chiral tertiary sulfonium salts has yet to be demonstrated in asymmetric synthesis. Herein, we show that chiral bifunctional trialkylsulfonium salts catalyze highly enantioselective conjugate additions of 3‐substituted oxindoles to maleimides under base‐free neutral phase‐transfer conditions.