期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 38, 页码 12408-12413出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b05438
关键词
-
资金
- National Institutes of Health [CA042056]
- NSF [NSF/DGE-1346837]
- Turner B. and Lesly Starr Shelton Endowment Scholarship
Although it has been examined for decades, no general approach to catalysis of the inverse electron demand Diels-Alder reactions of heterocyclic azadienes has been introduced. Typically, additives such as Lewis acids lead to nonproductive consumption of the electron-rich dienophiles without productive activation of the electron-deficient heterocyclic azadienes. Herein, we report the first general method for catalysis of such cycloaddition reactions by using solvent hydrogen bonding of non-nucleophilic perfluoroalcohols, including hexafluoroisopropanol (HFIP) and trifluoroethanol (TFE), to activate the electron-deficient heterocyclic azadienes. Its use in promoting the cycloaddition of 1,2,3-triazine 4 with enamine 3 as the key step of a concise total synthesis of methoxatin is described.
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