Neue Synthesen des Chloramphenicols und deren stereochemischen Beziehungen

Summary Two new syntheses of Chloramphenicol are described starting from the diastereoisomers of -phenylserinmethyl ether and cinnamyl alcohol methyl ether respectively. The configurational correlation of the diastereoisomers of -phenylserin-methyl ether with -phenylserin and chloramphenicol is discussed. A new method for transforming erythro--phenylserinol into threo--phenylserinol is described. New examples of the Neighboring group effect were studied. The sterical course of the addition of methylhypobromite to the double bond is discussed.