Gold-catalyzed double migration-benzannulation cascade toward naphthalenes
Gold-catalyzed double migration-benzannulation cascade toward naphthalenes
复制标题
DOI：
10.1021/ol800229h
复制
发表时间：
2008-04-03
期刊：
影响因子：
5.2
通讯作者：
Gevorgyan, Vladimir
中科院分区：
文献类型：
--
作者：
Dudnik, Alexander S.;Schwier, Todd;Gevorgyan, Vladimir
发展了一种新的金催化炔丙酯环化异构化反应，得到不对称取代萘。这种级联反应涉及两种不同迁移基团的1，3-和1，2-迁移的前所未有的串联序列。据信，这种转化可能通过形成1，3-二烯中间体或其前体进行，其在环化和芳构化步骤后转化为萘核。
A novel gold(I)-catalyzed cycloisomerization of propargylic esters leading to unsymmetrically substituted naphthalenes has been developed. This cascade reaction involves an unprecedented tandem sequence of 1,3- and 1,2-migration of two different migrating groups. It is believed that this transformation likely proceeds via the formation of 1,3-diene intermediate or its precursor, which upon cyclization and aromatization steps transforms into the naphthalene core.