3-ARYL-2-METHYLSERINES .2. INVERSIONS AT CARBON 3

The interconversion of both the erythro and threo isomers of derivatives of 3-aryl-2-methylserines can be accomplished readily by reaction with thionyl chloride. Prior studies of desmethyl homologs showed this reaction to be generally facile only in erythro to threo transformation. An oxidation-reduction route applicable primarily for threo to erythro conversion is described. Key resonances of nmr spectra are given and their diagnostic value in distinguishing the stereoisomers is noted. Some observations have been made concerning the conformation of a representative pair of isomers. © 1968, American Chemical Society. All rights reserved.