环异构化
对映选择合成
化学
催化作用
卡宾
激进的
自由基环化
氢原子
组合化学
有机化学
群(周期表)
作者
Chang-Ling Wang,Jie Wang,Ji‐Kang Jin,Bin Li,Yee Lin Phang,Feng‐Lian Zhang,Ye Tian,Huimin Xia,Li-Wen Hui,Ji‐Hu Su,Yao Fu,Yi‐Feng Wang
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:2023-11-30
卷期号:382 (6674): 1056-1065
被引量:21
标识
DOI:10.1126/science.adg1322
摘要
The development of functionally distinct catalysts for enantioselective synthesis is a prominent yet challenging goal of synthetic chemistry. In this work, we report a family of chiral N-heterocyclic carbene (NHC)-ligated boryl radicals as catalysts that enable catalytic asymmetric radical cycloisomerization reactions. The radical catalysts can be generated from easily prepared NHC-borane complexes, and the broad availability of the chiral NHC component provides substantial benefits for stereochemical control. Mechanistic studies support a catalytic cycle comprising a sequence of boryl radical addition, hydrogen atom transfer, cyclization, and elimination of the boryl radical catalyst, wherein the chiral NHC subunit determines the enantioselectivity of the radical cyclization. This catalysis allows asymmetric construction of valuable chiral heterocyclic products from simple starting materials.
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