共 62 条
Short asymmetric synthesis of (-)- and (+)-cis-lauthisan
被引:32
作者:

Carreño, MC
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Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France

Des Mazery, R
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Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France

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Colobert, F
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Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France

Solladié, G
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Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France Univ Strasbourg, CNRS, ECPM, Lab Stereochim Associe, F-67087 Strasbourg, France
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.
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页码:2039 / 2042
页数:4
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