Diastereoselective synthesis of ()-(3 aminocyclopentanyl)alkylphosphinic acids, conformationally restricted analogues of GABA. Organic and Biomolecular Chemistry 4

Abstract

A divergent synthesis of both diastereoisomers of (±)-(3-aminocyclopentane)alkylphosphinic acid is described. Both diastereoisomers are obtained in 5 steps from the key (±)-(3-hydroxycyclopent-1-ene)alkylphosphinate esters which are prepared via a palladium catalysed C-P bond forming reaction