Abstract

The allyl acetates derived from 2-phenylthio-2-cyclopentenone, 2-phenylthio-2-cyclohexenone, 2-phenylthio(methyl)]-2-cyclopentenone and 2-[phenylthio(methyl)]-2-cyclohexenone have been hydrolysed by pig liver acetone powder to obtain the corresponding alcohols in optically pure form. Palladium catalysed alkylations with diethyl malonate have been found to take place with the allyl acetates having a vinyl sulfide moiety whereas 2-phenylthio-2-cyclopentenone and 2-[phenylthio(methyl)]-2-cyclohexenone are transformed into some highly functionalised sulfur containing intermediates.

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