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Diastereoselective construction of bridged piperidines through an interrupted dearomative reduction.

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An interrupted dearomative reduction strategy was developed to transform planar chalcone-based pyridinium salts into structurally intriguing bridged piperidines in a completely regio- and diastereoselective manner. This reaction proceeded successfully by… Click to show full abstract

An interrupted dearomative reduction strategy was developed to transform planar chalcone-based pyridinium salts into structurally intriguing bridged piperidines in a completely regio- and diastereoselective manner. This reaction proceeded successfully by using cheap and easily accessible NaBH4 as the reductant under mild conditions without exclusion of oxygen or use of special equipment.

Keywords: diastereoselective construction; interrupted dearomative; construction bridged; dearomative reduction; bridged piperidines

Journal Title: Chemical communications
Year Published: 2022

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