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Photo-assisted kinetic resolution of diastereomeric limonene and carvomenthene oxides in methanol in the presence of Lewis acids

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Relation http://ir.cftri.com/1282/
JPP-01-04
 
Title Photo-assisted kinetic resolution of diastereomeric
limonene and carvomenthene oxides in methanol
in the presence of Lewis acids
 
Creator Bettadaiah, B. K.
Srinivas, P.
 
Subject 03 Essential oils
 
Description Photosolvolysis of diastereomeric R-(+)-limonene oxide and R-(+) carvomenthene oxides in methanol, in the presence of Lewis acid catalysts viz. ZnCl2, ZnBr2 and InCl3 affords resolution of (+)-trans-limonene oxide and (+)-trans-carvomenthene oxide in excellent yield. Also, the photosolvolyzed products (1S, 2S, 4R) trans-1-methoxy-2-hydroxy-p-menthane and (1S, 2S, 4R)-trans-1-methoxy-2-hydroxy-pmenth-8-ene, could be obtained in good purity. The key factor determining the selectivity in solvolysis is the presence of isopropenyl or isopropyl group on the C-4 of limonene or carvomenthene oxides.
 
Date 2004
 
Type Article
PeerReviewed
 
Format application/pdf
 
Language en
 
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Identifier http://ir.cftri.com/1282/1/jl_of_photochem%26photobiol_167%282-3%29_oct04.pdf
Bettadaiah, B. K. and Srinivas, P. (2004) Photo-assisted kinetic resolution of diastereomeric limonene and carvomenthene oxides in methanol in the presence of Lewis acids. Journal of Photochemistry and Photobiology A: Chemistry, 167. pp. 137-140.