Enantiodivergent Cyclization of Racemic Cyclohexadienones via Parallel Kinetic Asymmetric Transformation

作者：Xiang Gao, Beibei Li, Yuwei Li, Xiao Xiao, Mengmeng Liu, Guang‐Jian Mei · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c02396 · 被引用次数：10 · 研究领域：Asymmetric Synthesis and Catalysis、Asymmetric Hydrogenation and Catalysis、Chemical synthesis and alkaloids

Strategies that fully convert available racemic substrates into valuable enantioenriched products are urgently needed in organic synthesis. Reported herein is the first parallel kinetic asymmetric transformation of racemic cyclohexadienones. Racemic cyclohexadienones are first diastereoselectively converted into a new pair of racemic transient dienol intermediates, which are then parallel protonated by chiral phosphoric acid to deliver two sets of hydroindole products bearing a quaternary stereocenter with generally excellent enantioselectivity.