Baker’s yeast mediated enantioselective synthesis of the bisabolane sesquiterpenes curcumene, turmerone, dehydrocurcumene and nuciferal

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Claudio Fuganti, Stefano Serra and Andrea Dulio


Abstract

Fermenting baker’s yeast converts the allylic alcohol 6 into enantiomerically pure (S[hair space])-(+)-3-([hair space]p-tolyl)butan-1-ol 7 which is a useful chiral building block for the synthesis of bisabolane sesquiterpenes. The versatility of this approach is shown in the preparation of (S[hair space])-(+)-curcumene, (S[hair space])-(+)-turmerone, (S[hair space])-(+)-dehydrocurcumene and (E,S[hair space])-(+)-nuciferal.


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