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ChemInform Abstract: Simple Approach to Optically Active Drimane Sesquiterpenes Based on Enzymatic Resolution
- Source :
- ChemInform. 28
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- When the beta-acyloxy esters (+/-)-10 and (+/-)-11 were exposed to the lipase OF-360 from Candida rugosa or immobilized lipase OF-360 in a water-saturated organic solvent, the hydrolyzed product (8aS)-6 was obtained in high chemical (40%) and optical (> 99% ee) yields. The absolute structure of (8aS)-6 was confirmed by the fact that (8aS)-6 was converted into an authentic sample gamma-keto nitrile (8aS)-17. Treatment of the diol (+/-)-12 with isopropenyl acetate in the presence of the lipase Godo E-4 from Pseudomonas sp. provided the unchanged (8aR)-12 (89% ee) in 42% yield.
Details
- ISSN :
- 09317597
- Volume :
- 28
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........61e96e1bff971d6ab9246030a2720f45