Optical resolution thiols

Optical resolution of the dithiol The problem of optical resolution of racemic disulfides has been successfully tackled (77JOC925). The bis-thiol (128) was reacted with a chiral bis-sulfenyl chloride, the resultant mixture of diastereomers separated, and the product reconverted to the starting material by NaBH4 reduction. Subsequent iodine oxidation gave the chiral epidisulfides (Scheme 40). 

Newman, P. Optical Resolution Procedures for Chemical Compounds, (1978) Vol. 1, Amines and Related Compounds, (1981) Vol. 2, Acid, (1984) Vol. 3, Alcohols, Phenols, Thiols, Aldehydes and Ketones, Optical Resolution Information Center, New York. 

Chiral olefins were reacted with optically platinum complexes, and the diastereomeric derivatives formed were separated by LC (229) thiols may be derivatized with optically active acetals for chromatographic resolution (230). The chromatographic separation of enantiomeric sugars, a rather specialized field, has been reviewed (231). 

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