STEREOSELECTIVE SYNTHESIS OF CIS-DECALINS VIA DIELS-ALDER AND DOUBLE MICHAEL ADDITION OF SUBSTITUTED NAZAROV REAGENTS

被引:56
作者
LAVALLEE, JF [1 ]
SPINO, C [1 ]
RUEL, R [1 ]
HOGAN, KT [1 ]
DESLONGCHAMPS, P [1 ]
机构
[1] UNIV SHERBROOKE,FAC SCI,DEPT CHIM,SYNTHESE ORGAN LAB,SHERBROOKE J1K 2R1,QUEBEC,CANADA
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1992年 / 70卷 / 05期
关键词
D O I
10.1139/v92-179
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The base-catalyzed cycloaddition and double Michael cyclization of substituted Nazarov reagents an of 1-phenylsulfinyl analogs, with 2-carbomethoxy-2-cyclohexen-1-one 1 yielding cis-decalins is reported. The reaction is highly stereoselective affording cis,cis- or cis,trans-decalins. Mechanistic aspects are briefly discussed.
引用
收藏
页码:1406 / 1426
页数:21
相关论文
共 39 条