M. Miyazawa et al., STEREOSELECTIVE REDUCTION OF (+ -)-BICYCLO[3.3.1]NONANE-2,6-DIONE BY MICROORGANISMS/, Journal of chemical technology and biotechnology, 71(4), 1998, pp. 281-284
The biotransformation of (+/-)-bicyclo[3.3.1]nonane-2,6-dione by Asper
gillus niger and Glomerella cingulara was investigated. The diketone w
as reduced to the ketoalcohol 2-endo-hydroxy-bicyclo[3.3.1]nonane-6-on
e and the diol endo,endo-bicyclo[3.3.1]nonane-2,6-diol respectively. E
ndo,endo-bicyclo[3.3.1]nonane-2,6-diol and ketoalcohols produced by G.
cingulata had high optical purity, on the other hand, reduction by A.
niger yielded optically active (-)-(1R, 2S, 5R, 6S)-bicyclo[3.3.1]non
ane-2,6-diol(99.9% e.e.). (C) 1998 SCI.