Short asymmetric synthesis of (-)- and (+)-cis-lauthisan

被引:32
作者
Carreño, MC [1 ]
Des Mazery, R [1 ]
Urbano, A [1 ]
Colobert, F [1 ]
Solladié, G [1 ]
机构
[1] Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France
关键词
D O I
10.1021/ol050620a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric synthesis of both enantiomers of cis-lauthisan (3) is achieved in only six steps from diethyl pimelate (4), the key steps being the diastereodivergent reduction of beta-ketosulfoxide 7 and the highly cis-stereoselective Et3SiH/TMSOTf-promoted reductive cyclization of enantiopure hydroxy sulfinyl ketones (S)-14 and (R)-14.
引用
收藏
页码:2039 / 2042
页数:4
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