期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 36, 页码 12524-12532出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b05802
关键词
-
资金
- CNRS, ANR [ANR-10-PDOC-0022]
- Conseil Regional d'Aquitaine [2014-1R10208]
- UREkA
- MEC (Spain) [CTQ2014-62203-EXP]
- IDEX of Univ. Bordeaux
- French National Research Agency - Program ANR [10-IDEX-03-02]
- Agence Nationale de la Recherche (ANR) [ANR-10-PDOC-0022] Funding Source: Agence Nationale de la Recherche (ANR)
Substantial progress has been made toward the development of metal-free catalysts of enantioselective transformations, yet the discovery of organic catalysts effective at low catalyst loadings remains a major challenge. Here we report a novel synergistic catalyst combination system consisting of a peptide-inspired chiral helical (thio)urea oligomer 80 and a simple tertiary amine that is able to promote the Michael reaction between enolizable carbonyl compounds and nitroolefins with excellent enantioselectivities at exceptionally low (1/10000) chiral catalyst/substrate molar ratios. In addition to high selectivity, which correlates strongly with helix folding, the system we report here is also highly amenable to optimization, as each of its components can be fine-tuned separately to increase reaction rates and/or selectivities. The predictability of the foldamer secondary structure coupled to the high level of control over the primary sequence results in a system with significant potential for future catalyst design.
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