4.8 Article

Cyclic imine nitro-Mannich/lactamization cascades: A direct stereoselective synthesis of multicyclic piperidinone derivatives

Journal

ORGANIC LETTERS
Volume 10, Issue 19, Pages 4267-4270

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol801666w

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Funding

  1. European Commission for a Marie Curie Fellowship [MEIF-CT-2006-039981]

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An efficient nitro-Mannich/lactamization cascade of gamma-nitro esters with cyclic imines for the preparation of architecturally complex multicyclic piperidinone ring-containing structures has been developed. The reaction is broad in scope and stereoselective and may be coupled to an enantioselective nitroolefin Michael addition reaction as part of a highly enantio- and diastereoselective multicomponent process.

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