Highly enantioselective catalytic alkynylation of ketones - A convenient approach to optically active propargylic alcohols

被引:49
作者
Lu, Gui
Li, Xingshu
Li, Yue-Ming
Kwong, Fuk Yee
Chan, Albert S. C. [1 ]
机构
[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Kowloon, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China
[3] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou, Peoples R China
关键词
alkynylation; asymmetric catalysis; camphorsulfonamides; organozinc compounds;
D O I
10.1002/adsc.200606078
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The development of highly enantioselective catalysts involving Cu(OTf)(2) and chiral camphorsulfonamides for the alkynylation of ketone is described. The influences of Lewis acids, reaction conditions and chiral ligands on the outcome of the reaction are discussed. The best enantioselectivity (up to 97% ee) was obtained in the alkynylation of 2'-chloroacetophenone. The scope of the reaction is also examined.
引用
收藏
页码:1926 / 1933
页数:8
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