254428-01-8Relevant academic research and scientific papers
Stereocontrolled synthesis and alkylation of cyclic β-amino esters: Asymmetric synthesis of a (-)-sparteine surrogate
Hermet, Jean-Paul R.,Viterisi, Aurelien,Wright, Jonathan M.,McGrath, Matthew J.,O'Brien, Peter,Whitwood, Adrian C.,Gilday, John
, p. 3614 - 3622 (2008/09/21)
A convenient method for the stereoselective synthesis of cyclic β-amino esters from an iodo αβ-unsaturated ester and α-methylbenzylamine is described. Subsequent enolate generation and alkylation proceeds with complete stereocontrol, with the two stereogenic centres working together. In this way, a functionalised piperidine suitable for alkaloid natural product synthesis was prepared. The usefulness of the methodology is exemplified with the concise synthesis of a (-)-sparteine surrogate. The Royal Society of Chemistry.
Diastereospecific alkylation of heterocyclic β-amino esters
Ledoux, Stephane,Celerier, Jean-Pierre,Lhommet, Gerard
, p. 9019 - 9020 (2007/10/03)
Heterocyclic β-amino esters can be diastereoselectively alkylated with alkyl halides to lead to direct precursors of bicyclic alkaloids.
