Process for the conversion of primary and secondary alcohols to

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260455R, 568 62, 568 67, 2602452T, 2602452R, C07C14918, C07C15301, C07C153017, C07C153023

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044669143

ABSTRACT:
Disclosed is a mild, efficient, stereo-selective process for a one step conversion of primary and secondary alcohols to their corresponding thiol ester and thiol derivatives with inversion of configuration. The process comprises the reaction of the alcohol in question (4), the thiolacid of choice (5) in the presence of adduct 3; the resulting thiol ester 6 may be converted to the free thiol 7 by hydrolysis or reductive methods: ##STR1##

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Beretta, et al., Synthesis, 425, 1974.
Mitsunobu, et al., J. Amer. Chem. Soc., 94, 679, 1972.

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