A chiral cagelike copper(I) catalyst for the highly enantioselective synthesis of 1,1-cyclopropane diesters

Chao Deng; Li Jia Wang; Jun Zhu; Yong Tang

doi:10.1002/anie.201206376

A chiral cagelike copper(I) catalyst for the highly enantioselective synthesis of 1,1-cyclopropane diesters

Chao Deng
, Li Jia Wang
, Jun Zhu
, Yong Tang^*

^*此作品的通讯作者

CAS - Shanghai Institute of Organic Chemistry

科研成果: 期刊稿件 › 文章 › 同行评审

90 引用（Scopus）

摘要

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.

源语言	英语
页（从-至）	11620-11623
页数	4
期刊	Angewandte Chemie - International Edition
卷	51
期	46
DOI	https://doi.org/10.1002/anie.201206376
出版状态	已出版 - 12 11月 2012
已对外发布	是

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title = "A chiral cagelike copper(I) catalyst for the highly enantioselective synthesis of 1,1-cyclopropane diesters",

abstract = "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.",

keywords = "asymmetric catalysis, carbenes, copper, cyclopropanation, homogeneous catalysis",

author = "Chao Deng and Wang, \{Li Jia\} and Jun Zhu and Yong Tang",

year = "2012",

month = nov,

day = "12",

doi = "10.1002/anie.201206376",

language = "英语",

volume = "51",

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T1 - A chiral cagelike copper(I) catalyst for the highly enantioselective synthesis of 1,1-cyclopropane diesters

AU - Deng, Chao

AU - Wang, Li Jia

AU - Zhu, Jun

AU - Tang, Yong

PY - 2012/11/12

Y1 - 2012/11/12

N2 - 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.

AB - 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.

KW - asymmetric catalysis

KW - carbenes

KW - copper

KW - cyclopropanation

KW - homogeneous catalysis

UR - https://www.scopus.com/pages/publications/84868581747

U2 - 10.1002/anie.201206376

DO - 10.1002/anie.201206376

M3 - 文章

C2 - 23065765

AN - SCOPUS:84868581747

SN - 1433-7851

VL - 51

SP - 11620

EP - 11623

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 46

ER -

A chiral cagelike copper(I) catalyst for the highly enantioselective synthesis of 1,1-cyclopropane diesters

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