Asymmetric nitrone-vinyl sulfoxide cycloadditions

被引:57
作者
Louis, C [1 ]
Hootele, C [1 ]
机构
[1] FREE UNIV BRUSSELS,FAC SCI,ORGAN CHEM DEPT CP16006,B-1050 BRUSSELS,BELGIUM
关键词
D O I
10.1016/S0957-4166(96)00480-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The cycloaddition of (Z) and (E)-vinyl sulfoxides with cyclic nitrones 1 and 2 is reported. Best diastereoselection is achieved with (Z)-vinyl sulfoxides 7a-d as dipolarophiles. This methodology allows the highly stereoselective synthesis of (+)-sedridine 9a, (-)-hygroline 10 and (-)-(2S)-N-carbomethoxypelletierine 11a. (C) 1997, Elsevier Science Ltd. All rights reserved.
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收藏
页码:109 / 131
页数:23
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