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Palladium catalyzed oxidation of renewable terpenes with molecular oxygen: oxidation of α-bisabolol under chloride-free nonacidic conditions†
Andressa M. da Cunha,Luciano Menini,Elena V. Gusevskaya
RSC Advances Pub Date : 06/24/2015 00:00:00 , DOI:10.1039/C5RA10563C
Abstract

A novel selective palladium catalyzed oxidation of α-bisabolol by molecular oxygen under chloride-free nonacidic conditions has been developed. α-Bisabolol is a sesquiterpenic alcohol available from essential oils of various plants. The reaction proceeds in aqueous methanol solutions over the Pd(OAc)2/Cu(OAc)2 catalytic system and gives exclusively the products resulting from the interaction of palladium with a sterically encumbered internal acyclic double bond. No concomitant oxidation of the second double bond, the endocyclic one, occurs. Novel poly-functionalized sesquiterpenoid compounds obtained at the oxidation of α-bisabolol are potentially interesting for cosmetic, fragrance and pharmaceutical applications.

Graphical abstract: Palladium catalyzed oxidation of renewable terpenes with molecular oxygen: oxidation of α-bisabolol under chloride-free nonacidic conditions
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