Copper-Catalyzed Enantioselective Cyclopropanation of Internal Olefins with Diazomalonates

Chao Deng; Hua Kui Liu; Zhong Bo Zheng; Lijia Wang; Xiang Yu; Weihua Zhang; Yong Tang

doi:10.1021/acs.orglett.7b02694

Copper-Catalyzed Enantioselective Cyclopropanation of Internal Olefins with Diazomalonates

Chao Deng
, Hua Kui Liu
, Zhong Bo Zheng
, Lijia Wang^*
, Xiang Yu
, Weihua Zhang
, Yong Tang

^*Corresponding author for this work

CAS - Shanghai Institute of Organic Chemistry
Nanjing Agricultural University

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

The first enantioselective copper catalyzed cyclopropanation of internal olefins with diazomalonates is reported. This process provides a new method for the synthesis of chiral 1,1-cyclopropane diesters. With a chiral bi-side arm bisoxazoline-copper(I) complex, the reaction performed well over a series of substrates, giving the desired products in good yields (up to 95%) and excellent enantioselectivities (90-95% ee).

Original language	English
Pages (from-to)	5717-5719
Number of pages	3
Journal	Organic Letters
Volume	19
Issue number	21
DOIs	https://doi.org/10.1021/acs.orglett.7b02694
State	Published - 3 Nov 2017
Externally published	Yes

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10.1021/acs.orglett.7b02694

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title = "Copper-Catalyzed Enantioselective Cyclopropanation of Internal Olefins with Diazomalonates",

abstract = "The first enantioselective copper catalyzed cyclopropanation of internal olefins with diazomalonates is reported. This process provides a new method for the synthesis of chiral 1,1-cyclopropane diesters. With a chiral bi-side arm bisoxazoline-copper(I) complex, the reaction performed well over a series of substrates, giving the desired products in good yields (up to 95\%) and excellent enantioselectivities (90-95\% ee).",

author = "Chao Deng and Liu, \{Hua Kui\} and Zheng, \{Zhong Bo\} and Lijia Wang and Xiang Yu and Weihua Zhang and Yong Tang",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

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doi = "10.1021/acs.orglett.7b02694",

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TY - JOUR

T1 - Copper-Catalyzed Enantioselective Cyclopropanation of Internal Olefins with Diazomalonates

AU - Deng, Chao

AU - Liu, Hua Kui

AU - Zheng, Zhong Bo

AU - Wang, Lijia

AU - Yu, Xiang

AU - Zhang, Weihua

AU - Tang, Yong

PY - 2017/11/3

Y1 - 2017/11/3

N2 - The first enantioselective copper catalyzed cyclopropanation of internal olefins with diazomalonates is reported. This process provides a new method for the synthesis of chiral 1,1-cyclopropane diesters. With a chiral bi-side arm bisoxazoline-copper(I) complex, the reaction performed well over a series of substrates, giving the desired products in good yields (up to 95%) and excellent enantioselectivities (90-95% ee).

AB - The first enantioselective copper catalyzed cyclopropanation of internal olefins with diazomalonates is reported. This process provides a new method for the synthesis of chiral 1,1-cyclopropane diesters. With a chiral bi-side arm bisoxazoline-copper(I) complex, the reaction performed well over a series of substrates, giving the desired products in good yields (up to 95%) and excellent enantioselectivities (90-95% ee).

UR - https://www.scopus.com/pages/publications/85032996317

U2 - 10.1021/acs.orglett.7b02694

DO - 10.1021/acs.orglett.7b02694

M3 - 文章

C2 - 29064716

AN - SCOPUS:85032996317

SN - 1523-7060

VL - 19

SP - 5717

EP - 5719

JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Copper-Catalyzed Enantioselective Cyclopropanation of Internal Olefins with Diazomalonates

Abstract

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