Application of the Mitsunobu reaction to various 3 beta-(equatorial)-hydroxy-4,4-dimethyl terpenic compounds provides the 2-ene-derivatives in good yields. A discussion about the mechanisms involved, and full details on the modified experimental protocol are given.
Se describe la sintesis de (±)-11-acetoxidrim-2,7-dieno, un intermediario util para la hidroxilacion en la posicion 1a de los sesquiterpernos, a partir de trans,trans-farnesol
The third part of a triptycal synthesis providing 1 alpha-hydroxy compounds, through microbial hydroxylation in position-3 of terpenoid substrates, followed by dehydration to 4,4-dimethyl-2-ene compounds and subsequent allylic hydroxylation by SeO2/pyridine N-oxide, is described.
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The Products of the microbiological hydroxylation of drimenol and related compounds by Mucor plumbeus and Rhizopus arrhizus were investigated. Complementary results (hydroxylation at 3beta- and/or 6alpha-positions) were obtained with both microorganisms.