Chemistry Letters p. 471 - 474 (1987)
Update date:2022-08-29
Topics:
Suga, Takayuki
Hamada, Hiroki
Hirata, Toshifumi
The biotransformation of the enantiomeric pairs of bicyclo<3.1.1>heptane derivatives with the cultured cells of Nicotiana tabacum was investigated.The hydrogenation of the C-C double bond of verbenone took place enantioselectively in preference of the (1S,5S)-enantiomer and the hydrogen attack occurred stereospecifically from the re-face at its C-2.The oxidation of the hydroxyl group of neoisopinocampheol occurred enantioselectively in preference of the (1S,2S,3R,5R)-enantiomer, whereas such an enantioselective oxidation was not the case for neoisoverbanol.
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