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

Jakubec P, Helliwell M, Dixon DJ

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.

Keywords:

Imines

,

Lactams

,

Piperidines

,

Stereoisomerism

,

Substrate Specificity