Patent ID: 6458962
Filing Date: 2002-10-01
Classification: C07B,C07D

Abstract:
A process of preparing a sultam of the formula (IV) wherein RA is selected from the group consisting of hydrogen, a linear- or branched-chain hydrocarbon (saturated or unsaturated), and a halogen; where RC is selected from the group consisting of a hydrogen, 1-5 halogens, a linear or branched hydrocarbon, hydroxyl, alkoxy, CF3, 1-2 alkyl groups, phenyl, and amide comprising: (a) reacting compound I, wherein RA is selected from the group consisting of hydrogen, a linear- or branched-chain hydrocarbon (saturated or unsaturated), and a halogen, with an aryl Grignard reagent in an aprotic solvent, thereby forming a sulfonylimine; (b) performing an asymmetric transfer hydrogenation of said sulfonylimine by heating a precatalyst solution comprising a [RuCl2(&eegr;6p-cymene)]2 precatalyst, (1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine, and triethylamine; and adding to said solution said sulfonylimine and a mixture of formic acid-triethylamine, thereby forming a sultam having an absolute configuration according to formula IV, such that said sultam is an (S) sultam except where RC is a halogen and in the 2-position.