Highly enantioselective michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide

Wei Ming Gao; Jin Sheng Yu; Yu Lei Zhao; Yun Lin Liu; Feng Zhou; Hai Hong Wu; Jian Zhou

doi:10.1039/c4cc06417h

Highly enantioselective michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide

Wei Ming Gao
, Jin Sheng Yu
, Yu Lei Zhao
, Yun Lin Liu
, Feng Zhou
, Hai Hong Wu^*
, Jian Zhou

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

47 Scopus citations

Abstract

A new cinchona alkaloid derived bifunctional tertiary amine-phosphoramide C1e is identified as a highly enantioselective catalyst for Michael addition of both unprotected 3-arylthio- and 3-alkylthiooxindoles to nitroolefins. The phosphoramide moiety of C1e plays an indispensable role in this reaction.

Original language	English
Pages (from-to)	15179-15182
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	96
DOIs	https://doi.org/10.1039/c4cc06417h
State	Published - 6 Nov 2014

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title = "Highly enantioselective michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide",

abstract = "A new cinchona alkaloid derived bifunctional tertiary amine-phosphoramide C1e is identified as a highly enantioselective catalyst for Michael addition of both unprotected 3-arylthio- and 3-alkylthiooxindoles to nitroolefins. The phosphoramide moiety of C1e plays an indispensable role in this reaction.",

author = "Gao, \{Wei Ming\} and Yu, \{Jin Sheng\} and Zhao, \{Yu Lei\} and Liu, \{Yun Lin\} and Feng Zhou and Wu, \{Hai Hong\} and Jian Zhou",

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doi = "10.1039/c4cc06417h",

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T1 - Highly enantioselective michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide

AU - Gao, Wei Ming

AU - Yu, Jin Sheng

AU - Zhao, Yu Lei

AU - Liu, Yun Lin

AU - Zhou, Feng

AU - Wu, Hai Hong

AU - Zhou, Jian

PY - 2014/11/6

Y1 - 2014/11/6

N2 - A new cinchona alkaloid derived bifunctional tertiary amine-phosphoramide C1e is identified as a highly enantioselective catalyst for Michael addition of both unprotected 3-arylthio- and 3-alkylthiooxindoles to nitroolefins. The phosphoramide moiety of C1e plays an indispensable role in this reaction.

AB - A new cinchona alkaloid derived bifunctional tertiary amine-phosphoramide C1e is identified as a highly enantioselective catalyst for Michael addition of both unprotected 3-arylthio- and 3-alkylthiooxindoles to nitroolefins. The phosphoramide moiety of C1e plays an indispensable role in this reaction.

UR - https://www.scopus.com/pages/publications/84910051219

U2 - 10.1039/c4cc06417h

DO - 10.1039/c4cc06417h

M3 - 文章

C2 - 25335923

AN - SCOPUS:84910051219

SN - 1359-7345

VL - 50

SP - 15179

EP - 15182

JO - Chemical Communications

JF - Chemical Communications

IS - 96

ER -

Highly enantioselective michael addition of 3-arylthio- and 3-alkylthiooxindoles to nitroolefins catalyzed by a simple cinchona alkaloid derived phosphoramide

Abstract

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