Regiochemical control in asymmetric Diels-Alder cycloadditions of enantiopure (S)S-(p-tolylsulfinyl)-1,4-benzoquinones with Dane's diene

被引:25
作者
Carreño, MC [1 ]
Ruano, JLG
Remor, CZ
Urbano, A
Fischer, J
机构
[1] Univ Autonoma Madrid, Dept Quim Organ C1, E-28049 Madrid, Spain
[2] Univ Strasbourg 1, UA 424, Cristallochim Lab, F-67070 Strasbourg, France
关键词
D O I
10.1016/S0040-4039(97)10439-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiopure sulfinylquinones (+)-2 and (+)-3 reacted with Dane's diene 1 under thermal and ZnBr2 Lewis acid conditions with reversal regiochemistry but similar pi-facial diastereoselectivity to afford, after spontaneous elimination of the sulfinyl group, tetracyclic derivatives 4-9. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:9077 / 9080
页数:4
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