Beyond the Aza-Morita−Baylis−Hillman Reaction: Lewis Base-Catalyzed Reactions of<i>N</i>-Boc-imines with Ethyl 2,3-Butadienoate
作者:Xiao-Yang Guan、Yin Wei、Min Shi
DOI:10.1021/jo9008832
日期:2009.8.21
Lewis base catalyzed reactions of N-Boc-imines and ethyl 2,3-butadienoate were investigated systematically. The normal aza-Morita−Bylis−Hillman products were obtained in good to excellent yields catalyzed by DABCO. When PPh3 was used as the catalyst, novel rearrangement product (E)-ethyl 2-((Z)-(tert-butoxycarbonylimino)(aryl)methyl)but-2-enoates could be formed in moderate yields.
系统研究了路易斯碱催化的N -Boc-亚胺与2,3-丁二烯酸乙酯的反应。正常的aza-Morita-Bylis-Hillman产品在DABCO催化下获得了良好或优异的收率。当PPh 3用作催化剂时,可以以中等收率形成新的重排产物(E)-乙基2-((Z)-(叔丁氧基羰基亚氨基)(芳基)甲基)丁-2-烯酸酯。