Two efficient enantioselective syntheses of the more active (S,S)-enantiomer of the powerful musk odorant Vulcanolide are described. In both syntheses, the key step is an enantioselective protonation of a ketone enolate. A third enantioselective protonation, of a thiol ester enolate, was applied for the determination of the absolute configuration of Vulcanolide by comparison with a known compound.
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| http://dx.doi.org/10.1002/1521-3765(20020215)8:4<853::aid-chem853>3.0.co;2-5 | DOI Listing |
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