Stereoselective synthesis of cis ring fused endo or exo octahydropyrindin-4-ones by imino-Diels-Alder reaction.
作者:Renée Paugam、Lya Wartski
DOI:10.1016/s0040-4039(00)79476-7
日期:1991.1
The Diels-Alder reaction of trimethylsilylenolether of 1-acetylcyclopentene with benzylideneaniline , catalyzed by AlCl3, occurred with high exo or endo selectivity, depending upon kinetic or thermodynamic control. MeOH/Et3N treatment of the intermediate cycloadducts and gave stereospecifically the cis ring fused exo or endo octahydropyrindin-4 onex and while α,β unsaturated ketones or were formed
AlCl 3催化的1-乙酰基环戊烯三甲基甲硅烷基醚与亚苄基苯胺的狄尔斯-阿尔德反应,根据动力学或热力学控制,具有高的外切或内切选择性。用MeOH / Et 3 N处理中间环加合物,并立体定向地得到顺式环稠合的exo或内八氢吡喃丁酮-4 onex ,而在酸性处理后形成α,β不饱和酮或。提供的相应的反式环稠合内酯的基本异构化酮。