ASYMMETRIC INTRAMOLECULAR DIELS-ALDER REACTION OF A SULFOXIMINE-SUBSTITUTED TRIENE

被引:17
作者
CRAIG, D [1 ]
GEACH, NJ [1 ]
机构
[1] RHONE POULENC AGR LTD,ONGAR CM5 0HW,ESSEX,ENGLAND
关键词
BICYCLO[4.4.0]DECENE; INTRAMOLECULAR DIELS-ALDER; SULFOXIMINE; TRIENE;
D O I
10.1016/S0957-4166(00)80016-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis and thermally-induced intramolecular Diels-Alder (IMDA) reaction of (S)s-(+)-S-[(1E,7E)-1,7,9-decatrienyl]-S-phenyl-N-(p-tolylsulphonyl)sulphoximine 4 is described. A model is proposed for the cis-selectivity of the cycloaddition based on previous results from the reactions of sulphonyl-substituted trienes. The stereochemistry of the major cis-fused cycloadduct is determined by single-crystal X-ray analysis of that obtained from reaction of racemic 4.
引用
收藏
页码:1177 / 1180
页数:4
相关论文
共 9 条