Cooperative catalysis of samarium diiodide and mercaptan in a stereoselective one-pot transformation of 5-oxopentanals into δ-lactones

被引：13

作者：

Hsu, JL ^{[1
]}

Chen, CT ^{[1
]}

Fang, JM ^{[1
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 12期

关键词：

D O I：

10.1021/ol9911526

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] We demonstrate a general method for conversion of various 5-oxopentanals to substituted delta-lactones and 1-oxa-2-decalones by the synergistic catalysis of samarium diiodide and 2-propanethiol (or disulfide), The deliberate use of mercaptan is advantageous to facilitate the catalytic cycle, This method shows high stereoselectivities, and an enantioselective procedure is feasible by using the chiral mercaptan (1R,2S)-1 phenyl-2-(N-acetamido)propanethiol as a promoter.

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页码：1989 / 1991

页数：3

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