A Synthesis of (-)-(R)- and (+)-(S)-Lavandulol, (+)-Lavandulyl 2-Methylbutanoate, and (+)-Lavandulyl Senecioate through Orthoester Johnson-Claisen Rearrangement
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Title |
A Synthesis of (-)-(R)- and (+)-(S)-Lavandulol, (+)-Lavandulyl 2-Methylbutanoate, and (+)-Lavandulyl Senecioate through Orthoester Johnson-Claisen Rearrangement
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Creator |
FERNANDES, RA
CHOWDHURY, AK |
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Subject |
Natural products
Total synthesis Rearrangement Terpenoids Pheromones PINK HIBISCUS MEALYBUG SEX-PHEROMONE PLANOCOCCUS-FICUS ENANTIOSELECTIVE SYNTHESIS MACONELLICOCCUS-HIRSUTUS AGGREGATION PHEROMONE RACEMIC LAVANDULOL ALLYLIC ALCOHOLS VINE MEALYBUG ACID |
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Description |
An efficient synthesis of (-)-(R)- and (+)-(S)-lavandulol, (+)-lavandulyl 2-methylbutanoate and (+)-lavandulyl senecioate is presented in this paper. The synthetic strategy features a chiral-pool approach to an allyl alcohol intermediate, and an orthoester Johnson-Claisen rearrangement as the key step.
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Publisher |
WILEY-V C H VERLAG GMBH
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Date |
2014-10-16T14:07:21Z
2014-10-16T14:07:21Z 2013 |
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Type |
Article
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Identifier |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013(23)5165-5170
1434-193X 1099-0690 http://dx.doi.org/10.1002/ejoc.201300520 http://dspace.library.iitb.ac.in/jspui/handle/100/15743 |
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Language |
en
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