Chemical oxidation of (-)-bornyl acetate provides a mixture of 3-, 5-, and 6-oxobornyl acetate, whereas microbiological hydroxylation with cultures of Helminthosporium sativum gives a mixture of 2, 3-, 2, 6-, and 2, 5-bornanediols. In each case the reaction occurs preferentially at the C (5) position. Microbiological hydroxylation of (+)-bornyl acetate with H. sativum occurs almost exclusively at the C (5) position. Regiospecific hydroxylation of (+)- ...