Enantioselective access to 2,7-cis-disubstituted oxepanes:: Formal synthesis of (+)-isolaurepan

被引:36
作者
Carreño, MC [1 ]
Mazery, RD
Urbano, A
Colobert, F
Solladié, G
机构
[1] Univ Autonoma Madrid, Dept Quim Organ, Madrid 28049, Spain
[2] Univ Strasbourg 1, CNRS, Lab Stereochim Associe, F-67087 Strasbourg 2, France
关键词
D O I
10.1021/ol036299i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The asymmetric synthesis of 2,7-cis-disubstituted oxepanes bearing a sulfoxide is achieved from commercially available precursors in only five steps. The key step is the highly diastereoselective Et3SiH/TMSOTf-promoted reductive cyclization of enantiopure hydroxysulfinyl aryl or alkyl ketones.
引用
收藏
页码:297 / 299
页数:3
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