A Chiral Cagelike Copper(I) Catalyst for the Highly Enantioselective Synthesis of 1,1‐Cyclopropane Diesters | Zendy

Deng Chao | Zendy; Wang LiJia | Zendy; Zhu Jun | Zendy; Tang Yong | Zendy

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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.

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