Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins

Miao Ding; Feng Zhou; Zi Qing Qian; Jian Zhou

doi:10.1039/c004037a

Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins

Miao Ding
, Feng Zhou
, Zi Qing Qian
, 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

78 Scopus citations

Abstract

Quinidine was found to catalyze the Michael addition of unprotected 3-substituted oxindoles to nitroolefins in excellent yield and moderate to good diastereoselectivity. Bifunctional quinidine derived thiourea catalyst 10 could catalyze this reaction to afford the major diastereomer in up to 85% ee.

Original language	English
Pages (from-to)	2912-2914
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	8
Issue number	13
DOIs	https://doi.org/10.1039/c004037a
State	Published - 28 Jun 2010

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title = "Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins",

abstract = "Quinidine was found to catalyze the Michael addition of unprotected 3-substituted oxindoles to nitroolefins in excellent yield and moderate to good diastereoselectivity. Bifunctional quinidine derived thiourea catalyst 10 could catalyze this reaction to afford the major diastereomer in up to 85\% ee.",

author = "Miao Ding and Feng Zhou and Qian, \{Zi Qing\} and Jian Zhou",

year = "2010",

month = jun,

day = "28",

doi = "10.1039/c004037a",

language = "英语",

volume = "8",

pages = "2912--2914",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins

AU - Ding, Miao

AU - Zhou, Feng

AU - Qian, Zi Qing

AU - Zhou, Jian

PY - 2010/6/28

Y1 - 2010/6/28

N2 - Quinidine was found to catalyze the Michael addition of unprotected 3-substituted oxindoles to nitroolefins in excellent yield and moderate to good diastereoselectivity. Bifunctional quinidine derived thiourea catalyst 10 could catalyze this reaction to afford the major diastereomer in up to 85% ee.

AB - Quinidine was found to catalyze the Michael addition of unprotected 3-substituted oxindoles to nitroolefins in excellent yield and moderate to good diastereoselectivity. Bifunctional quinidine derived thiourea catalyst 10 could catalyze this reaction to afford the major diastereomer in up to 85% ee.

UR - https://www.scopus.com/pages/publications/77953757228

U2 - 10.1039/c004037a

DO - 10.1039/c004037a

M3 - 文章

C2 - 20473440

AN - SCOPUS:77953757228

SN - 1477-0520

VL - 8

SP - 2912

EP - 2914

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 13

ER -

Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins

Abstract

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