A transformation of cyclopropyl carbene: A highly enantioselective three-component reaction via trapping oxonium ylide by imine

Mingfeng Li; Qing Zheng; Weifeng Jin; Shunying Liu; Wenhao Hu

doi:10.1016/j.tet.2016.04.006

A transformation of cyclopropyl carbene: A highly enantioselective three-component reaction via trapping oxonium ylide by imine

Mingfeng Li
, Qing Zheng
, Weifeng Jin
, Shunying Liu^*
, Wenhao Hu

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

8 Scopus citations

Abstract

A transformation of cyclopropyl carbene generated from 2-cyclopropyl-2-diazoacetate via oxonium ylide was found by trapping the resulting ylide with imine. The asymmetric three-component reaction of cycloproyl diazoacetates, benzenemethanols and imines afforded a rapid and efficient method to synthesize complex cyclopropane derivatives with excellent diastereoselectivity and enantioselectivity.

Original language	English
Pages (from-to)	2929-2934
Number of pages	6
Journal	Tetrahedron
Volume	72
Issue number	22
DOIs	https://doi.org/10.1016/j.tet.2016.04.006
State	Published - 2 Jun 2016

Keywords

Asymmetric catalysis
Diazocyclopropane
Metal carbene
Oxonium ylide
Three-component reaction

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10.1016/j.tet.2016.04.006

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title = "A transformation of cyclopropyl carbene: A highly enantioselective three-component reaction via trapping oxonium ylide by imine",

abstract = "A transformation of cyclopropyl carbene generated from 2-cyclopropyl-2-diazoacetate via oxonium ylide was found by trapping the resulting ylide with imine. The asymmetric three-component reaction of cycloproyl diazoacetates, benzenemethanols and imines afforded a rapid and efficient method to synthesize complex cyclopropane derivatives with excellent diastereoselectivity and enantioselectivity.",

keywords = "Asymmetric catalysis, Diazocyclopropane, Metal carbene, Oxonium ylide, Three-component reaction",

author = "Mingfeng Li and Qing Zheng and Weifeng Jin and Shunying Liu and Wenhao Hu",

year = "2016",

month = jun,

day = "2",

doi = "10.1016/j.tet.2016.04.006",

language = "英语",

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journal = "Tetrahedron",

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T1 - A transformation of cyclopropyl carbene

T2 - A highly enantioselective three-component reaction via trapping oxonium ylide by imine

AU - Li, Mingfeng

AU - Zheng, Qing

AU - Jin, Weifeng

AU - Liu, Shunying

AU - Hu, Wenhao

PY - 2016/6/2

Y1 - 2016/6/2

N2 - A transformation of cyclopropyl carbene generated from 2-cyclopropyl-2-diazoacetate via oxonium ylide was found by trapping the resulting ylide with imine. The asymmetric three-component reaction of cycloproyl diazoacetates, benzenemethanols and imines afforded a rapid and efficient method to synthesize complex cyclopropane derivatives with excellent diastereoselectivity and enantioselectivity.

AB - A transformation of cyclopropyl carbene generated from 2-cyclopropyl-2-diazoacetate via oxonium ylide was found by trapping the resulting ylide with imine. The asymmetric three-component reaction of cycloproyl diazoacetates, benzenemethanols and imines afforded a rapid and efficient method to synthesize complex cyclopropane derivatives with excellent diastereoselectivity and enantioselectivity.

KW - Asymmetric catalysis

KW - Diazocyclopropane

KW - Metal carbene

KW - Oxonium ylide

KW - Three-component reaction

UR - https://www.scopus.com/pages/publications/84963956548

U2 - 10.1016/j.tet.2016.04.006

DO - 10.1016/j.tet.2016.04.006

M3 - 文章

AN - SCOPUS:84963956548

SN - 0040-4020

VL - 72

SP - 2929

EP - 2934

JO - Tetrahedron

JF - Tetrahedron

IS - 22

ER -

A transformation of cyclopropyl carbene: A highly enantioselective three-component reaction via trapping oxonium ylide by imine

Abstract

Keywords

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