Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins

Miao Ding; Feng Zhou; Yun Lin Liu; Cui Hong Wang; Xiao Li Zhao; Jian Zhou

doi:10.1039/c1sc00390a

Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins

Miao Ding
, Feng Zhou
, Yun Lin Liu
, Cui Hong Wang
, Xiao Li Zhao
, Jian Zhou^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

181 引用（Scopus）

摘要

A newly developed cinchonidine-derived phosphoramide 6b, simple and easily available, was identified as a powerful catalyst for the highly enantioselective Michael addition of both unprotected 3-aryl and 3-alkyloxindoles to β-substituted nitroalkenes to furnish the C3 quaternary stereogenic carbon center with an adjacent tertiary stereocenter in up to 21:1 diastereoselectivity and up to 99% enantioselectivity.

源语言	英语
页（从-至）	2035-2039
页数	5
期刊	Chemical Science
卷	2
期	10
DOI	https://doi.org/10.1039/c1sc00390a
出版状态	已出版 - 10月 2011

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10.1039/c1sc00390a

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abstract = "A newly developed cinchonidine-derived phosphoramide 6b, simple and easily available, was identified as a powerful catalyst for the highly enantioselective Michael addition of both unprotected 3-aryl and 3-alkyloxindoles to β-substituted nitroalkenes to furnish the C3 quaternary stereogenic carbon center with an adjacent tertiary stereocenter in up to 21:1 diastereoselectivity and up to 99\% enantioselectivity.",

author = "Miao Ding and Feng Zhou and Liu, \{Yun Lin\} and Wang, \{Cui Hong\} and Zhao, \{Xiao Li\} and Jian Zhou",

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T1 - Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins

AU - Ding, Miao

AU - Zhou, Feng

AU - Liu, Yun Lin

AU - Wang, Cui Hong

AU - Zhao, Xiao Li

AU - Zhou, Jian

PY - 2011/10

Y1 - 2011/10

N2 - A newly developed cinchonidine-derived phosphoramide 6b, simple and easily available, was identified as a powerful catalyst for the highly enantioselective Michael addition of both unprotected 3-aryl and 3-alkyloxindoles to β-substituted nitroalkenes to furnish the C3 quaternary stereogenic carbon center with an adjacent tertiary stereocenter in up to 21:1 diastereoselectivity and up to 99% enantioselectivity.

AB - A newly developed cinchonidine-derived phosphoramide 6b, simple and easily available, was identified as a powerful catalyst for the highly enantioselective Michael addition of both unprotected 3-aryl and 3-alkyloxindoles to β-substituted nitroalkenes to furnish the C3 quaternary stereogenic carbon center with an adjacent tertiary stereocenter in up to 21:1 diastereoselectivity and up to 99% enantioselectivity.

UR - https://www.scopus.com/pages/publications/80054103574

U2 - 10.1039/c1sc00390a

DO - 10.1039/c1sc00390a

M3 - 文章

AN - SCOPUS:80054103574

SN - 2041-6520

VL - 2

SP - 2035

EP - 2039

JO - Chemical Science

JF - Chemical Science

IS - 10

ER -

Cinchona alkaloid-based phosphoramide catalyzed highly enantioselective Michael addition of unprotected 3-substituted oxindoles to nitroolefins

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