AN EFFICIENT SYNTHESIS OF THE γ-LACTONE CORRESPONDING TO A HYDROXYETHYLENE DIPEPTIDE ISOSTERE USING STEREOSELECTIVE BROMOLACTONISATION OF A CHIRAL ACYLOXAZOLIDINONE

Article abstract of DOI:10.1016/S0040-4039(01)80674-2

An efficient synthetic route is described to the γ-lactone 11 corresponding to the dipeptide isostere (2S,4S,5S)-5-amino-6-cyclohexyl-4-hydroxy-2-isopropylhexanoic acid, in which stereochemical control is achieved by participation of chiral acyloxazolidinone 6 in a stereoselective bromolactonisation reaction.