期刊
SCIENCE CHINA-CHEMISTRY
卷 64, 期 9, 页码 1522-1529出版社
SCIENCE PRESS
DOI: 10.1007/s11426-021-1019-2
关键词
photoredox catalysis; asymmetric catalysis; Beckwith-Enholm cyclizations; azaarenes; antioxidant stress
资金
- National Natural Science Foundation of China [21925103, 21901062]
- Key Technologies R&D Program of Henan [202102310005]
- Henan Normal University
- Henan University
The first enantioselective Beckwith-Enholm cyclization reaction was reported, providing a general and divergent synthetic pathway to synthesize highly valuable enantioenriched azaarene-functionalized carbocyclic and heterocyclic alcohols with high yields and selectivities. The method also offers the potential to introduce deuterium in an enantioselective manner and shows excellent antioxidant stress potential, with molecule 29 identified as a promising lead compound for antioxidant stress drug design.
The first enantioselective Beckwith-Enholm cyclization reaction is reported herein. Under cooperative photoredox and chiral hydrogen-bonding catalysis mediated by visible light, cyclization of carbonyls with azaarene-based olefins as a new reaction system offers a general and divergent synthetic pathway to furnish a variety of highly valuable enantioenriched azaarene-functionalized carbocyclic and heterocyclic alcohols, which bear adjacent 1,2- or nonadjacent 1,3-stereocentres on distinct cyclic frameworks, in high yields and enantio- and diastereoselectivities. The good compatibility of various azaarenes and carbonyls as well as the diversity of cyclic structures of the products underscores the generality of the catalysis platform. In addition to the ability to precisely introduce deuterium into molecules in an enantioselective manner, the considerable synthetic value of this method includes the excellent antioxidant stress potential of the products. In particular, molecule 29 was determined to be a promising lead compound for antioxidant stress drug 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