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^*

^*Corresponding author for this work

CAS - Shanghai Institute of Organic Chemistry

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

54 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",

year = "2009",

month = feb,

doi = "10.1002/adsc.200800536",

language = "英语",

volume = "351",

pages = "308--312",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

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T1 - Ligand-accelerated asymmetric [1,2]-Stevens rearrangment of sulfur ylides via decomposition of diazomalonates catalyzed by chiral bisoxazoline/copper complex

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

UR - https://www.scopus.com/pages/publications/60849091059

U2 - 10.1002/adsc.200800536

DO - 10.1002/adsc.200800536

M3 - 文章

AN - SCOPUS:60849091059

SN - 1615-4150

VL - 351

SP - 308

EP - 312

JO - Advanced Synthesis and Catalysis

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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