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A Chiral Cagelike Copper(I) Catalyst for the Highly Enantioselective Synthesis of 1,1‐Cyclopropane Diesters
Author(s) -
Deng Chao,
Wang LiJia,
Zhu Jun,
Tang Yong
Publication year - 2012
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.201206376
Subject(s) - enantioselective synthesis , cyclopropane , cyclopropanation , copper , ylide , catalysis , malonate , yield (engineering) , chemistry , organic chemistry , combinatorial chemistry , materials science , ring (chemistry) , metallurgy
Triangulation method : The catalytic enantioselective cyclopropanation of multisubstituted olefins with phenyliodonium ylide malonate has been achieved in the presence of a chiral bisoxazoline copper(I) complex (see scheme). A wide range of substrates undergo the reaction to provide optically active 1,1‐cyclopropane diesters in high yield with up to >99 % ee. A rationale for the enantioselective induction has been proposed.