期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 4, 页码 1239-1242出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b12824
关键词
-
资金
- NIH-NIGMS [GM-55382]
- German National Academic Foundation (Studienstiftung)
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM055382, R29GM055382, R37GM055382] Funding Source: NIH RePORTER
We report stereodivergent allylic substitution reactions of allylic esters with prochiral enolates derived from azaaryl acetamides and acetates to form products from addition of the enolates at the most substituted carbon of an allyl moiety with two catalysts, a chiral metallacyclic iridium complex and a chiral bisphosphine-ligated copper(I) complex, which individually control the configuration of the electrophilic and nucleophilic carbon atoms, respectively. By simple permutations of enantiomers of the two catalysts, all four stereoisomers of products containing two stereogenic centers were synthesized individually with high diaster-eoselectivity and enantioselectivity. A variety of azaaryl acetamides and acetates bearing pyridyl, benzothiazolyl, benzoxazolyl, pyrazinyl, quinolinyl and isoquinolinyl moieties were all found to be suitable for this transformation.
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