Photo-assisted kinetic resolution of diastereomeric limonene and carvomenthene oxides in methanol in the presence of Lewis acids
IR@CSIR-CFTRI
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Relation |
http://ir.cftri.com/1282/
JPP-01-04 |
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Title |
Photo-assisted kinetic resolution of diastereomeric limonene and carvomenthene oxides in methanol in the presence of Lewis acids |
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Creator |
Bettadaiah, B. K.
Srinivas, P. |
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Subject |
03 Essential oils
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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.
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Date |
2004
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Type |
Article
PeerReviewed |
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Format |
application/pdf
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Language |
en
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Rights |
—
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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. |
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