ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The enantiomeric decahydro-2-naphthalenols (+)-5 and (-)-5 were prepared by enantioselective hydrolysis of the racemic chloroacetate (±)-2 catalyzed by porcine pancreatic lipase, and converted to the corresponding acetates (+)-1 and (-)-1 and ketones (+)-6 and (-)-6. The absolute configurations of the ketones, alcohols, and acetates were established by chemical correlation with natural manool ((+)-7) by making use of a retro-ene cleavage reaction of the known manool degradation product 8 to (-)-6. A distinct odour difference between the two enantiomers of each pair (+)-1/(-)-1 and (+)-6/(-)-6 has been found.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19870700809
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