158362-67-5Relevant academic research and scientific papers
Enantiopure bicyclic piperidinones: Stereoselectivity in lactam enolate alkylations
Brewster, Andrew G.,Broady, Simon,Davies, Catherine E.,Heightman, Thomas D.,Hermitage, Stephen A.,Hughes, Mark,Moloney, Mark G.,Woods, Gordon
, p. 1031 - 1043 (2007/10/03)
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.
A SHORT APPROACH TO FUNCTIONALISED HOMOCHIRAL PIPERIDINONES
Hermitage, Stephen A.,Moloney, Mark G.
, p. 1463 - 1464 (2007/10/02)
The preparation of homochiral lactam 4 in 5 steps from (S)-lysine is described.Conversion to bicyclic O,N-acetal 5 provides a useful template for further elaboration to highly substituted piperidinones with excellent diastereoselectivity.
