Enantioselective Synthesis of Hexahydroimidazo[1,2- a ]quinolines through Dynamic Kinetic Resolution of Racemic Aziridines

Abstract We report an efficient and practical strategy for the enantioselective synthesis of medicinally relevant hexahydroimidazo[1,2-a]quinolines via a copper(I)-catalyzed domino ring-opening cyclization (DROC) enabled by dynamic kinetic resolution (DKR) of racemic aziridines. The method affords the desired products in good to excellent yields (up to 88%), with outstanding diastereoselectivity (up to >99:1 dr) and high enantioselectivity (up to 94:6 er).

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-09-16
DOI
https://doi.org/10.1021/acs.joc.6c01376
Primary Topic
Synthesis and Catalytic Reactions
Type
article
Field-Weighted Citation Impact
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article

Enantioselective Synthesis of Hexahydroimidazo[1,2- a ]quinolines through Dynamic Kinetic Resolution of Racemic Aziridines

Manas K. Ghorai, Poulami Mandal, Diksha Sharma, Amit K. Sharma
The Journal of Organic Chemistry
Synthesis and Catalytic Reactions
article

Enantioselective Synthesis of Hexahydroimidazo[1,2- a ]quinolines through Dynamic Kinetic Resolution of Racemic Aziridines

Manas K. Ghorai, Poulami Mandal, Diksha Sharma, Amit K. Sharma
article en

Abstract

Abstract We report an efficient and practical strategy for the enantioselective synthesis of medicinally relevant hexahydroimidazo[1,2-a]quinolines via a copper(I)-catalyzed domino ring-opening cyclization (DROC) enabled by dynamic kinetic resolution (DKR) of racemic aziridines. The method affords the desired products in good to excellent yields (up to 88%), with outstanding diastereoselectivity (up to >99:1 dr) and high enantioselectivity (up to 94:6 er).

The Journal of Organic Chemistry
Indian Institute of Technology Kanpur (IN)
Openalex Percentile: Top 20%
Synthesis and Catalytic Reactions
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