Asymmetric hydrogenation of the C-C double bond of enones with the reductases from Nicotiana tabacum

Authors
Hirata, T Shimoda, K Gondai, T
Citation
T. Hirata et al., Asymmetric hydrogenation of the C-C double bond of enones with the reductases from Nicotiana tabacum, CHEM LETT, (8), 2000, pp. 850-851
Citations number
12
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY LETTERS
ISSN journal
03667022 → ACNP
Issue
8
Year of publication
2000
Pages
850 - 851
Database
ISI
SICI code
0366-7022(20000805):8<850:AHOTCD>2.0.ZU;2-4
Abstract
Three enone reductases, p44, p74, and p90, from the cultured cells of Nicot iana tabacum catalyzed the asymmetric hydrogenation of the C-C double bond of enones. Reduction of 2-alkyl-2-cyclohexen-1-ones with the p44 reductase gave highly optically active (R)-2 -alkylcyclohexanones, whereas reaction w ith the p90 reductase gave (S)-2-alkylcyclohexanones. On the other hand, re duction of 2-alkylidenecyclohexanones with the p74 reductase gave (S)-2-alk ylcyclohexanones.