A CONFORMATIONAL STUDY OF N-TOSYL OXAZOLIDINES USING MOLECULAR MECHANICS AND CRYSTALLOGRAPHY

The conformational behavior of (4S,5R)-4-methyl-5-phenyl-3-p-toluenesu lfonyl oxazolidines has been investigated. This was accomplished by co mbining a comparative analysis of nine crystal structures with a molec ular mechanics conformationai search. The required parametrization of the sulfonamide group was achieved by the appropriate combination of a b initio derived parameters with specific geometric features extracted from the crystal structures.