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
收藏
页码：2680 / 2683
页数：4
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