Highly diastereoselective and enantioselective formal [4 + 3] cycloaddition of donor-acceptor cyclobutanes with nitrones

Jiang Lin Hu; Lijia Wang; Hao Xu; Zuowei Xie; Yong Tang

doi:10.1021/acs.orglett.5b01077

Highly diastereoselective and enantioselective formal [4 + 3] cycloaddition of donor-acceptor cyclobutanes with nitrones

Jiang Lin Hu
, Lijia Wang
, Hao Xu
, Zuowei Xie^*
, Yong Tang

^*此作品的通讯作者

CAS - Shanghai Institute of Organic Chemistry
Chinese University of Hong Kong

科研成果: 期刊稿件 › 文章 › 同行评审

81 引用（Scopus）

摘要

The first highly diastereoselective and enantioselective catalytic formal [4 + 3] cycloaddition of 1,1-cyclobutane diester with nitrone has been developed. Sterically hindered chiral SaBOX/Cu(II) complex promotes the reaction efficiently with a broad substrate scope, producing a range of multifunctionalized optically active 1,2-oxazepanes with excellent stereocontrol (up to >99/1 dr and 97% ee).

源语言	英语
页（从-至）	2680-2683
页数	4
期刊	Organic Letters
卷	17
期	11
DOI	https://doi.org/10.1021/acs.orglett.5b01077
出版状态	已出版 - 5 6月 2015
已对外发布	是

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abstract = "The first highly diastereoselective and enantioselective catalytic formal [4 + 3] cycloaddition of 1,1-cyclobutane diester with nitrone has been developed. Sterically hindered chiral SaBOX/Cu(II) complex promotes the reaction efficiently with a broad substrate scope, producing a range of multifunctionalized optically active 1,2-oxazepanes with excellent stereocontrol (up to >99/1 dr and 97\% ee).",

author = "Hu, \{Jiang Lin\} and Lijia Wang and Hao Xu and Zuowei Xie and Yong Tang",

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year = "2015",

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T1 - Highly diastereoselective and enantioselective formal [4 + 3] cycloaddition of donor-acceptor cyclobutanes with nitrones

AU - Hu, Jiang Lin

AU - Wang, Lijia

AU - Xu, Hao

AU - Xie, Zuowei

AU - Tang, Yong

PY - 2015/6/5

Y1 - 2015/6/5

N2 - The first highly diastereoselective and enantioselective catalytic formal [4 + 3] cycloaddition of 1,1-cyclobutane diester with nitrone has been developed. Sterically hindered chiral SaBOX/Cu(II) complex promotes the reaction efficiently with a broad substrate scope, producing a range of multifunctionalized optically active 1,2-oxazepanes with excellent stereocontrol (up to >99/1 dr and 97% ee).

AB - The first highly diastereoselective and enantioselective catalytic formal [4 + 3] cycloaddition of 1,1-cyclobutane diester with nitrone has been developed. Sterically hindered chiral SaBOX/Cu(II) complex promotes the reaction efficiently with a broad substrate scope, producing a range of multifunctionalized optically active 1,2-oxazepanes with excellent stereocontrol (up to >99/1 dr and 97% ee).

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DO - 10.1021/acs.orglett.5b01077

M3 - 文章

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AN - SCOPUS:84930960129

SN - 1523-7060

VL - 17

SP - 2680

EP - 2683

JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

Highly diastereoselective and enantioselective formal [4 + 3] cycloaddition of donor-acceptor cyclobutanes with nitrones

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