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Chemoenzymatic synthesis of homochiral (R)- and (S)-karahanaenol from (R)-limonene.

Roy, A (1999) Chemoenzymatic synthesis of homochiral (R)- and (S)-karahanaenol from (R)-limonene. Journal of agricultural and food chemistry, 47 (12). pp. 5209-5210. ISSN 0021-8561

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Terpinolene oxide, a monoterpene belonging to the p-menthane group, is easily derived from naturally abundant (R)-limonene. It was isomerized with montmorillonite clay catalyst to karahanaenone (2,2, 5-trimethylcyclohept-4-en-1-one) by ring enlargement. The enantiomers of the corresponding alcohol, karahanaenol (2,2, 5-trimethylcyclohept-4-en-1- ol), known for their individual organoleptic properties, were resolved through Pseudomonas cepacia lipase mediated enantiospecific alcoholysis of its acetate derivative.

Item Type: Article
Uncontrolled Keywords: Karahanaenone; karahanaenol; lipase; Pseudomonas cepacia; enantiospecific alcoholysis
Subjects: 500 Natural Sciences and Mathematics > 04 Chemistry and Allied Sciences > 12 Aromatic Chemistry
Divisions: Plantation Products Spices and Flavour Technology
Depositing User: Food Sci. & Technol. Information Services
Date Deposited: 08 Aug 2008 10:08
Last Modified: 28 Dec 2011 09:39
URI: http://ir.cftri.com/id/eprint/2178

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