Chemical and microbiological remote functionalisation of (+)- and (−)-bornyl acetate
- 1 April 1979
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 57 (7) , 733-741
- https://doi.org/10.1139/v79-120
Abstract
Chemical oxidation of (−)-bornyl acetate provides a mixture of 3-, 5-, and 6-oxobornyl acetate, whereas microbiological hydroxylation with cultures of Helminthosporiumsativum 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 (+)- or (−)-bornyl acetate with cultures of Fusariumculmorum also occurs at the C(5) position but without concomitant hydrolysis of the acetoxy group.This publication has 6 references indexed in Scilit:
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