Enantiopure Bicyclic Piperidinones: Stereoselectivity In Lactam Enolate Alkylations
ORGANIC & BIOMOLECULAR CHEMISTRY(2004)
Abstract
The synthesis and alkylation of [4.3.0]-bicyclic lactams, derived from 6-oxopipecolic acid, have been investigated. Alkylation can proceed with predominantly exo-diastereoselectivity, but the efficiency of this process depends on the substitution at the hemiaminal ether system. These products can be readily deprotected to give substituted hydroxymethyl lactams in good yield.
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Key words
enantiopure bicyclic piperidinones,lactam enolate alkylations,stereoselectivity
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