Ligand-accelerated asymmetric [1,2]-Stevens rearrangment of sulfur ylides via decomposition of diazomalonates catalyzed by chiral bisoxazoline/copper complex

Jian Ping Qu; Zheng Hu Xu; Jian Zhou; Chun Li Cao; Xiu Li Sun; Li Xin Dai; Yong Tang

doi:10.1002/adsc.200800536

Ligand-accelerated asymmetric [1,2]-Stevens rearrangment of sulfur ylides via decomposition of diazomalonates catalyzed by chiral bisoxazoline/copper complex

Jian Ping Qu, Zheng Hu Xu, Jian Zhou, Chun Li Cao, Xiu Li Sun, Li Xin Dai, Yong Tang

CAS - Shanghai Institute of Organic Chemistry

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

49 Scopus citations

Abstract

The first example of catalytic asymmetric [1,2]-Stevens rearrangement reaction of 1,3-oxathiolanes with diazomalonates has been developed and up to 90% ee is achieved by the bisoxazoline 4e/ copper(II) triflate [Cu(OTf) ₂] complex.

Original language	English
Pages (from-to)	308-312
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	351
Issue number	3
DOIs	https://doi.org/10.1002/adsc.200800536
State	Published - Feb 2009
Externally published	Yes

Keywords

Asymmetric catalysis
Bisoxazolines
Stevens rearrangement
Ylides

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10.1002/adsc.200800536

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title = "Ligand-accelerated asymmetric [1,2]-Stevens rearrangment of sulfur ylides via decomposition of diazomalonates catalyzed by chiral bisoxazoline/copper complex",

abstract = "The first example of catalytic asymmetric [1,2]-Stevens rearrangement reaction of 1,3-oxathiolanes with diazomalonates has been developed and up to 90% ee is achieved by the bisoxazoline 4e/ copper(II) triflate [Cu(OTf) 2] complex.",

keywords = "Asymmetric catalysis, Bisoxazolines, Stevens rearrangement, Ylides",

author = "Qu, {Jian Ping} and Xu, {Zheng Hu} and Jian Zhou and Cao, {Chun Li} and Sun, {Xiu Li} and Dai, {Li Xin} and Yong Tang",

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AU - Qu, Jian Ping

AU - Xu, Zheng Hu

AU - Zhou, Jian

AU - Cao, Chun Li

AU - Sun, Xiu Li

AU - Dai, Li Xin

AU - Tang, Yong

PY - 2009/2

Y1 - 2009/2

N2 - The first example of catalytic asymmetric [1,2]-Stevens rearrangement reaction of 1,3-oxathiolanes with diazomalonates has been developed and up to 90% ee is achieved by the bisoxazoline 4e/ copper(II) triflate [Cu(OTf) 2] complex.

AB - The first example of catalytic asymmetric [1,2]-Stevens rearrangement reaction of 1,3-oxathiolanes with diazomalonates has been developed and up to 90% ee is achieved by the bisoxazoline 4e/ copper(II) triflate [Cu(OTf) 2] complex.

KW - Asymmetric catalysis

KW - Bisoxazolines

KW - Stevens rearrangement

KW - Ylides

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DO - 10.1002/adsc.200800536

M3 - 文章

AN - SCOPUS:60849091059

SN - 1615-4150

VL - 351

SP - 308

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JF - Advanced Synthesis and Catalysis

IS - 3

ER -

Ligand-accelerated asymmetric [1,2]-Stevens rearrangment of sulfur ylides via decomposition of diazomalonates catalyzed by chiral bisoxazoline/copper complex

Abstract

Keywords

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