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In growing cultures of the fungus Beauveria bassiana (ATCC 7159) the incubation of 4-(4‘-hydroxyphenyl)but-3-en-2-one ( p -hydroxybenzylidenacetone, 3 ), of 4-(4‘-hydroxyphenyl)butan-2-one (raspberry ketone, 1), and of the S and R, S forms of 4-(4‘-hydroxyphenyl)butan-2-ol ( 2 ) yields 2-(4‘-hydroxyphenyl)ethanol (tyrosol, 4 ) as a final product. The experiments support the view that the actual substrate for the Baeyer−Villiger-type degradation is raspberry ketone ( 1 ) and that there is a kinetic preference in the microbial enzymatic system for the oxidation to 1 of the S form of the 4-(4‘-hydroxyphenyl)butan-2-ol ( 2 ).
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Fuganti et al. (1996) studied this question.
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