Enantioselective Pictet-Spengler-Type Reaction via a Helically Chiral Anion as an Access to 4,5-Dihydropyrrolo[1,2-a]quinoxaline Scaffolds

通过螺旋手性阴离子进行对映选择性Pictet-Spengler型反应,合成4,5-二氢吡咯并[1,2-a]喹喔啉骨架

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Abstract

We report an enantioselective Pictet-Spengler-type reaction enabled by a cost-effective and readily available helically chiral cyclopentadiene (PCCP) catalyst. This methodology, conducted under mild reaction conditions, facilitates the synthesis of a novel class of chiral 4,5-dihydropyrrolo[1,2-a]quinoxalines (DHPQs) characterized by enhanced resistance to aromatization due to intramolecular hydrogen bonding. Additionally, the protocol exhibits broad substrate compatibility and demonstrates significant synthetic versatility.

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