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Highly Enantioselective Three-Component Povarov Reaction for Direct Construction of Azaspirocycles

Nan-Fang Mo, Ying Zhang, Zheng‐Hui Guan

2022Organic Letters21 citationsDOI

Abstract

An asymmetric organocatalyzed three-component Povarov reaction to construct azaspirocycles has been developed. A chiral phosphoric acid OCF-CPA bearing o-CF3-aryl on the H8–BINOL-framework is highly efficient in the reaction. The reaction was carried out under mind conditions for synthesis of a range of azaspirocycles in high yields and high to excellent enantioselectivities, thus expending the substrate scope of the traditional Povarov reaction.

Topics & Concepts

ChemistryEnantioselective synthesisPhosphoric acidComponent (thermodynamics)Scope (computer science)Substrate (aquarium)ArylReaction conditionsOrganocatalysisCombinatorial chemistryCatalysisOrganic chemistryComputer scienceThermodynamicsOceanographyProgramming languageAlkylPhysicsGeologyAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsOxidative Organic Chemistry Reactions
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