Lactones 26 : Stereoselective microbial epoxidation of unsaturated bicyclic γ-lactones with the alkylsubstituted cyclohexane system
Witold Gładkowski , Małgorzata Grabarczyk , Katarzyna Wińska , Barbara Ratuś , Agata Białońska , Zbigniew Ciunik , Czesław Wawrzeńczyk
The strain Absidia cylindrospora was chosen among eight fungal strains for the biotransformation of unsaturated lactones 1a-c. The processes were carried out by means of shaken cultures. The compounds 1a and 1b were efficiently converted into the corresponding trans-epoxylactones (2a and 2b), whereas the transformation of 1c gave the unsaturated hydroxylactone 3, with the tertiary hydroxy group introduced in the allylic position. The compound 2b was obtained with 100% ee. The structures of compounds 2a and 2b were fully confirmed by the X-ray analysis, which showed the half boat and half chair conformation of cyclohexane ring in these molecules, respectively. All the products were not reported previously in the literature. © 2007 Elsevier B.V. All rights reserved.
|Journal series||Journal of Molecular Catalysis B-Enzymatic, [JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC], ISSN 1381-1177, (A 25 pkt)|
|ASJC Classification||; ; ;|
|Publication indicators||= 18; = 16; : 2007 = 0.999; : 2007 = 1.973 (2) - 2007=2.149 (5)|
|Citation count*||20 (2020-01-17)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.