Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes: Via asymmetric [3 + 2]-cycloaddition

Bing Liu; Wenbo Li; Hai Hong Wu; Junliang Zhang

doi:10.1039/c8qo01404c

Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes: Via asymmetric [3 + 2]-cycloaddition

Bing Liu
, Wenbo Li
, Hai Hong Wu
, Junliang Zhang

化学与分子工程学院

East China Normal University
Fudan University

科研成果: 期刊稿件 › 文章 › 同行评审

12 引用（Scopus）

摘要

The present work provides efficient access to chiral cyclic 1,2-bis(diphenylphosphino)ethanes (DPPEs) directly from diphosphine oxide alkenes and azomethine ylides via asymmetric [3 + 2] cycloaddition. Both enantiomers of the products can be obtained in good to excellent diastereo-and enantioselectivities (up to >20:1 dr and 99% ee). Mild conditions, gram-scale experiment, diverse transformations and preliminary catalytic applications of the DPPEs make this approach highly attractive.

源语言	英语
页（从-至）	694-698
页数	5
期刊	Organic Chemistry Frontiers
卷	6
期	5
DOI	https://doi.org/10.1039/c8qo01404c
出版状态	已出版 - 7 3月 2019

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title = "Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes: Via asymmetric [3 + 2]-cycloaddition",

abstract = "The present work provides efficient access to chiral cyclic 1,2-bis(diphenylphosphino)ethanes (DPPEs) directly from diphosphine oxide alkenes and azomethine ylides via asymmetric [3 + 2] cycloaddition. Both enantiomers of the products can be obtained in good to excellent diastereo-and enantioselectivities (up to >20:1 dr and 99\% ee). Mild conditions, gram-scale experiment, diverse transformations and preliminary catalytic applications of the DPPEs make this approach highly attractive.",

author = "Bing Liu and Wenbo Li and Wu, \{Hai Hong\} and Junliang Zhang",

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year = "2019",

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doi = "10.1039/c8qo01404c",

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T1 - Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes

T2 - Via asymmetric [3 + 2]-cycloaddition

AU - Liu, Bing

AU - Li, Wenbo

AU - Wu, Hai Hong

AU - Zhang, Junliang

PY - 2019/3/7

Y1 - 2019/3/7

N2 - The present work provides efficient access to chiral cyclic 1,2-bis(diphenylphosphino)ethanes (DPPEs) directly from diphosphine oxide alkenes and azomethine ylides via asymmetric [3 + 2] cycloaddition. Both enantiomers of the products can be obtained in good to excellent diastereo-and enantioselectivities (up to >20:1 dr and 99% ee). Mild conditions, gram-scale experiment, diverse transformations and preliminary catalytic applications of the DPPEs make this approach highly attractive.

AB - The present work provides efficient access to chiral cyclic 1,2-bis(diphenylphosphino)ethanes (DPPEs) directly from diphosphine oxide alkenes and azomethine ylides via asymmetric [3 + 2] cycloaddition. Both enantiomers of the products can be obtained in good to excellent diastereo-and enantioselectivities (up to >20:1 dr and 99% ee). Mild conditions, gram-scale experiment, diverse transformations and preliminary catalytic applications of the DPPEs make this approach highly attractive.

UR - https://www.scopus.com/pages/publications/85062282933

U2 - 10.1039/c8qo01404c

DO - 10.1039/c8qo01404c

M3 - 文章

AN - SCOPUS:85062282933

SN - 2052-4110

VL - 6

SP - 694

EP - 698

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 5

ER -

Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes: Via asymmetric [3 + 2]-cycloaddition

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