Highly Diastereoselective and Enantioselective Formal [4+3] Cycloaddition of Donor-Acceptor Cyclobutanes with Nitrones

被引：74

作者：

Hu, Jiang-Lin ^{[1
,2
]}

Wang, Lijia ^{[1
,2
]}

Xu, Hao ^{[1
,2
]}

Xie, Zuowei ^{[3
]}

Tang, Yong ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

[2] Chinese Acad Sci, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

[3] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 11期

关键词：

ASYMMETRIC MICHAEL ADDITION; ENOL SILYL ETHERS; ORGANIC-SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; DIPOLAR CYCLOADDITION; THREEFOLD SYMMETRY; TERMINAL ALKYNES; CYCLOPROPANES; CATALYSIS; ALDEHYDES;

D O I：

10.1021/acs.orglett.5b01077

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

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).

引用

页码：2680 / 2683

页数：4

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