The reduction of bicyclo[3.2.0]hept-3-en-6-ones la,b with Baker's yeast to a mixture of enantiomerically pure (6S)-endo-and (6S)-exo-alcohols 2a,b and 3a,b respectively is described. Furthermore the oxidation of the racemic endo-alcohols 2a,b with Bacillus stearothermophilus afforded the corresponding ketones with high enantiomeric excesses resolving the endo-enantiomer. In the same conditions the exo-alcohols 3a,b are not oxidized.

Fantin, G., Fogagnolo, M., Marotta, E., Medici, A., Pedrini, P., Righi, P. (1996). Enantiomerically Pure 4-Methyl- and 1,4-Dimethyl-bicyclo[3.2.0]hept-3-en-6-ols and Ones by Microbial Redox. CHEMISTRY LETTERS, 25(7), 511-512 [10.1246/cl.1996.511].

Enantiomerically Pure 4-Methyl- and 1,4-Dimethyl-bicyclo[3.2.0]hept-3-en-6-ols and Ones by Microbial Redox

Marotta, Emanuela;Righi, Paolo
1996

Abstract

The reduction of bicyclo[3.2.0]hept-3-en-6-ones la,b with Baker's yeast to a mixture of enantiomerically pure (6S)-endo-and (6S)-exo-alcohols 2a,b and 3a,b respectively is described. Furthermore the oxidation of the racemic endo-alcohols 2a,b with Bacillus stearothermophilus afforded the corresponding ketones with high enantiomeric excesses resolving the endo-enantiomer. In the same conditions the exo-alcohols 3a,b are not oxidized.
1996
Fantin, G., Fogagnolo, M., Marotta, E., Medici, A., Pedrini, P., Righi, P. (1996). Enantiomerically Pure 4-Methyl- and 1,4-Dimethyl-bicyclo[3.2.0]hept-3-en-6-ols and Ones by Microbial Redox. CHEMISTRY LETTERS, 25(7), 511-512 [10.1246/cl.1996.511].
Fantin, Giancarlo; Fogagnolo, Marco; Marotta, Emanuela; Medici, Alessandro; Pedrini, Paola; Righi, Paolo
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/967248
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