Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters

Jin Sheng Yu; Fu Min Liao; Wei Ming Gao; Kui Liao; Run Lin Zuo; Jian Zhou

doi:10.1002/anie.201501747

Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters

Jin Sheng Yu
, Fu Min Liao
, Wei Ming Gao
, Kui Liao
, Run Lin Zuo
, Jian Zhou^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University
Luzhou High School
Nankai University

科研成果: 期刊稿件 › 文章 › 同行评审

201 引用（Scopus）

摘要

A chiral secondary amine phosphoramide was developed and identified as a powerful catalyst for the Mukaiyama-Michael addition of fluorinated enol silyl ethers to tetrasubstituted olefins. The resulting products are obtained with high enantioselectivities and contain a quaternary carbon stereocenter bearing either a difluoroalkyl or monofluoroalkyl group.

源语言	英语
页（从-至）	7381-7385
页数	5
期刊	Angewandte Chemie - International Edition
卷	54
期	25
DOI	https://doi.org/10.1002/anie.201501747
出版状态	已出版 - 1 6月 2015

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title = "Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters",

abstract = "A chiral secondary amine phosphoramide was developed and identified as a powerful catalyst for the Mukaiyama-Michael addition of fluorinated enol silyl ethers to tetrasubstituted olefins. The resulting products are obtained with high enantioselectivities and contain a quaternary carbon stereocenter bearing either a difluoroalkyl or monofluoroalkyl group.",

keywords = "amines, asymmetric catalysis, chirality, fluorine, organocatalysis",

author = "Yu, \{Jin Sheng\} and Liao, \{Fu Min\} and Gao, \{Wei Ming\} and Kui Liao and Zuo, \{Run Lin\} and Jian Zhou",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

year = "2015",

month = jun,

day = "1",

doi = "10.1002/anie.201501747",

language = "英语",

volume = "54",

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TY - JOUR

T1 - Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers

T2 - Formation of Quaternary Carbon Stereocenters

AU - Yu, Jin Sheng

AU - Liao, Fu Min

AU - Gao, Wei Ming

AU - Liao, Kui

AU - Zuo, Run Lin

AU - Zhou, Jian

PY - 2015/6/1

Y1 - 2015/6/1

N2 - A chiral secondary amine phosphoramide was developed and identified as a powerful catalyst for the Mukaiyama-Michael addition of fluorinated enol silyl ethers to tetrasubstituted olefins. The resulting products are obtained with high enantioselectivities and contain a quaternary carbon stereocenter bearing either a difluoroalkyl or monofluoroalkyl group.

AB - A chiral secondary amine phosphoramide was developed and identified as a powerful catalyst for the Mukaiyama-Michael addition of fluorinated enol silyl ethers to tetrasubstituted olefins. The resulting products are obtained with high enantioselectivities and contain a quaternary carbon stereocenter bearing either a difluoroalkyl or monofluoroalkyl group.

KW - amines

KW - asymmetric catalysis

KW - chirality

KW - fluorine

KW - organocatalysis

UR - https://www.scopus.com/pages/publications/85027955101

U2 - 10.1002/anie.201501747

DO - 10.1002/anie.201501747

M3 - 文章

AN - SCOPUS:85027955101

SN - 1433-7851

VL - 54

SP - 7381

EP - 7385

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 25

ER -

Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters

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