Asymmetric sequential Au(i)/chiral tertiary amine catalysis: An enone-formation/cyanosilylation sequence to synthesize optically active 3-alkenyloxindoles from diazooxindoles

Yu Lei Zhao; Zhong Yan Cao; Xing Ping Zeng; Jia Meng Shi; Yi Hua Yu; Jian Zhou

doi:10.1039/c6cc00333h

Asymmetric sequential Au(i)/chiral tertiary amine catalysis: An enone-formation/cyanosilylation sequence to synthesize optically active 3-alkenyloxindoles from diazooxindoles

Yu Lei Zhao
, Zhong Yan Cao
, Xing Ping Zeng
, Jia Meng Shi
, Yi Hua Yu
, 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

61 Scopus citations

Abstract

An unprecedented sequential gold-catalyzed enone-formation and bifunctional tertiary amine mediated asymmetric cyanosilylation reaction is developed, allowing the highly enantioselective synthesis of 3-alkenyloxindoles from diazooxindoles, furans and trimethylsilyl cyanide (TMSCN).

Original language	English
Pages (from-to)	3943-3946
Number of pages	4
Journal	Chemical Communications
Volume	52
Issue number	20
DOIs	https://doi.org/10.1039/c6cc00333h
State	Published - 2016

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title = "Asymmetric sequential Au(i)/chiral tertiary amine catalysis: An enone-formation/cyanosilylation sequence to synthesize optically active 3-alkenyloxindoles from diazooxindoles",

abstract = "An unprecedented sequential gold-catalyzed enone-formation and bifunctional tertiary amine mediated asymmetric cyanosilylation reaction is developed, allowing the highly enantioselective synthesis of 3-alkenyloxindoles from diazooxindoles, furans and trimethylsilyl cyanide (TMSCN).",

author = "Zhao, \{Yu Lei\} and Cao, \{Zhong Yan\} and Zeng, \{Xing Ping\} and Shi, \{Jia Meng\} and Yu, \{Yi Hua\} and Jian Zhou",

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year = "2016",

doi = "10.1039/c6cc00333h",

language = "英语",

volume = "52",

pages = "3943--3946",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Asymmetric sequential Au(i)/chiral tertiary amine catalysis

T2 - An enone-formation/cyanosilylation sequence to synthesize optically active 3-alkenyloxindoles from diazooxindoles

AU - Zhao, Yu Lei

AU - Cao, Zhong Yan

AU - Zeng, Xing Ping

AU - Shi, Jia Meng

AU - Yu, Yi Hua

AU - Zhou, Jian

PY - 2016

Y1 - 2016

N2 - An unprecedented sequential gold-catalyzed enone-formation and bifunctional tertiary amine mediated asymmetric cyanosilylation reaction is developed, allowing the highly enantioselective synthesis of 3-alkenyloxindoles from diazooxindoles, furans and trimethylsilyl cyanide (TMSCN).

AB - An unprecedented sequential gold-catalyzed enone-formation and bifunctional tertiary amine mediated asymmetric cyanosilylation reaction is developed, allowing the highly enantioselective synthesis of 3-alkenyloxindoles from diazooxindoles, furans and trimethylsilyl cyanide (TMSCN).

UR - https://www.scopus.com/pages/publications/84959493411

U2 - 10.1039/c6cc00333h

DO - 10.1039/c6cc00333h

M3 - 文章

AN - SCOPUS:84959493411

SN - 1359-7345

VL - 52

SP - 3943

EP - 3946

JO - Chemical Communications

JF - Chemical Communications

IS - 20

ER -

Asymmetric sequential Au(i)/chiral tertiary amine catalysis: An enone-formation/cyanosilylation sequence to synthesize optically active 3-alkenyloxindoles from diazooxindoles

Abstract

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