铂催化的1,6-烯炔偶联与炔丙基酯重排的环异构化反应
Platinum-catalyzed cycloisomerization reaction of 1,6-enyne coupling with rearrangement of propargylic esters.
作者信息
Lu Li, Liu Xue-Yuan, Shu Xing-Zhong, Yang Ke, Ji Ke-Gong, Liang Yong-Min
机构信息
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.
出版信息
J Org Chem. 2009 Jan 2;74(1):474-7. doi: 10.1021/jo802043z.
PMID:19053589
Abstract
A platinum-catalyzed cycloisomerization of 1,6-enyne coupling with the rearrangement chemistry of propargylic ester has been developed. Most probably, under platinum catalysis, propargylic ester undergoes the 1,3-acyloxy migration to afford metal allene intermediate, which is followed by the Diels-Alder-type reaction. 1,3-Acyloxy migration is the key step during the transformation.
摘要
已开发出一种铂催化的1,6-烯炔环异构化反应，该反应与炔丙基酯的重排化学相结合。最有可能的是，在铂催化下，炔丙基酯发生1,3-酰氧基迁移，生成金属丙二烯中间体，随后发生狄尔斯-阿尔德型反应。1,3-酰氧基迁移是该转化过程中的关键步骤。
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