| Abstract
| - We have developed a convenient chemoenzymaticmethod for the preparation of (4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one by takingadvantage of the excellent enantioselectivity of alcalase.Four different esters were compared, and the butanoateester was found to be the best substrate. The stereochemistry of the product is the same as the one predicted fromthe binding model of alcalase. A simple extraction/partitionprocedure was used to separate the hydroxyenone productfrom the remaining ester. This practical procedure wouldbe very useful in a gram-scale operation for securing the titlecompound in high optical purity.
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