期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 10, 页码 3298-3301出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b00567
关键词
-
资金
- NIH [GM071779]
- NSF [CHE-1048804]
- NIH NCRR [S10RR025631]
Described herein is a catalytic asymmetric total-synthesis of (-)-actinophyllic acid, with the key step being a chiral phosphine-catalyzed [3 + 2] annulation between an imine and an allenoate to form a pyrroline intermediate in 99% yield and 94% ee. The synthesis also features CuI-catalyzed coupling between a ketoester and a 2-iodoindole to shape the tetrahydroazocine ring; intramolecular alkylative lactonization; SmI2-mediated intramolecular pinacol coupling between ketone and lactone subunits to assemble the complex skeleton of (-)-actinophyllic acid; and an unprecedented regioselective dehydroxylation.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据