Journal of the Chemical Society. Perkin transactions I p. 2119 - 2125 (1983)
Update date:2022-08-10
Topics:
Dawson, Michael J.
Lawrence, Gordon C.
Lilley, Gerald
Todd, Martin
Noble, David
at al.
(+/-)-Bicyclo<3.2.0>hept-2-en-6-one (1) was reduced using a variety of fungi and yeasts.Bakers' yeast gave 6-exo-(1R,5S,6S)-bicyclo<3.2.0>hept-2-en-6-ol (2a) and 6-endo-(1S,5R,6S)-bicyclo<3.2.0>hept-2-en-6-ol (3b) while Curvularia lunata and Mortierella ramanniana gave only the 6-endo-alcohol (3b) and optically active bicycloheptenone (1a).Under slightly modified reaction conditions (+/-)-6-endo-bicyclo<3.2.0>hept-2-en-6-ol was oxidized by bakers' yeast to give (1S,5R)-bicyclo<3.2.0>hept-2-en-6-one (1b) and the endo-alcohol (3a).
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