Sequential Au(i)/chiral tertiary amine catalysis: A tandem C-H functionalization of anisoles or a thiophene/asymmetric Michael addition sequence to quaternary oxindoles

Zhong Yan Cao; Yu Lei Zhao; Jian Zhou

doi:10.1039/c5cc10096h

Sequential Au(i)/chiral tertiary amine catalysis: A tandem C-H functionalization of anisoles or a thiophene/asymmetric Michael addition sequence to quaternary oxindoles

Zhong Yan Cao
, Yu Lei Zhao
, Jian Zhou^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
CAS - Shanghai Institute of Organic Chemistry

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

105 Scopus citations

Abstract

We report an unprecedented sequential Au(i)/bifunctional tertiary amine catalysis, which enables a tandem C-H functionalization of weak nucleophiles (anisoles or thiophenes) and asymmetric Michael addition for the highly enantioselective synthesis of quaternary oxindoles from diazooxindoles and nitroenynes.

Original language	English
Pages (from-to)	2537-2540
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	12
DOIs	https://doi.org/10.1039/c5cc10096h
State	Published - 2016

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title = "Sequential Au(i)/chiral tertiary amine catalysis: A tandem C-H functionalization of anisoles or a thiophene/asymmetric Michael addition sequence to quaternary oxindoles",

abstract = "We report an unprecedented sequential Au(i)/bifunctional tertiary amine catalysis, which enables a tandem C-H functionalization of weak nucleophiles (anisoles or thiophenes) and asymmetric Michael addition for the highly enantioselective synthesis of quaternary oxindoles from diazooxindoles and nitroenynes.",

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year = "2016",

doi = "10.1039/c5cc10096h",

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T2 - A tandem C-H functionalization of anisoles or a thiophene/asymmetric Michael addition sequence to quaternary oxindoles

AU - Cao, Zhong Yan

AU - Zhao, Yu Lei

AU - Zhou, Jian

PY - 2016

Y1 - 2016

N2 - We report an unprecedented sequential Au(i)/bifunctional tertiary amine catalysis, which enables a tandem C-H functionalization of weak nucleophiles (anisoles or thiophenes) and asymmetric Michael addition for the highly enantioselective synthesis of quaternary oxindoles from diazooxindoles and nitroenynes.

AB - We report an unprecedented sequential Au(i)/bifunctional tertiary amine catalysis, which enables a tandem C-H functionalization of weak nucleophiles (anisoles or thiophenes) and asymmetric Michael addition for the highly enantioselective synthesis of quaternary oxindoles from diazooxindoles and nitroenynes.

UR - https://www.scopus.com/pages/publications/84957543086

U2 - 10.1039/c5cc10096h

DO - 10.1039/c5cc10096h

M3 - 文章

AN - SCOPUS:84957543086

SN - 1359-7345

VL - 52

SP - 2537

EP - 2540

JO - Chemical Communications

JF - Chemical Communications

IS - 12

ER -

Sequential Au(i)/chiral tertiary amine catalysis: A tandem C-H functionalization of anisoles or a thiophene/asymmetric Michael addition sequence to quaternary oxindoles

Abstract

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