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

IR@CFTRI: CSIR-Central Food Technological Research Institute, Mysore

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JOAFC-24-99
 
Title Chemoenzymatic synthesis of homochiral (R)- and (S)-karahanaenol from (R)-limonene.
 
Creator Roy, A
 
Subject 12 Aromatic Chemistry
 
Description 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.
 
Date 1999
 
Type Article
PeerReviewed
 
Format application/pdf
 
Language en
 
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Identifier http://ir.cftri.com/2178/1/J._Agric._Food_Chem._1999%2C_47%2C_5209-5210.pdf
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