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Control of Diastereoselectivity in Orthoester Johnson-Claisen Rearrangement of Tartrate-Based Allyl Alcohol: An Efficient Synthesis of Arundic Acid, a Potential Therapeutic Agent for Alzheimer's Disease

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Title Control of Diastereoselectivity in Orthoester Johnson-Claisen Rearrangement of Tartrate-Based Allyl Alcohol: An Efficient Synthesis of Arundic Acid, a Potential Therapeutic Agent for Alzheimer's Disease
 
Creator FERNANDES, RA
INGLE, AB
CHAUDHARI, DA
 
Subject Rearrangement
Allylic compounds
Asymmetric synthesis
Diastereoselectivity
ENANTIOSELECTIVE SYNTHESIS
(R)-2-PROPYLOCTANOIC ACID
(R)-ARUNDIC ACID
ONO-2506
ACTIVATION
CONCISE
STROKE
 
Description A diastereoselective orthoester JohnsonClaisen rearrangement has been employed in the synthesis of both enantiomers of arundic acid, a potential therapeutic agent against Alzheimer's disease. The effect of solvent, olefin geometry and alcohol chirality on the diastereoselectivity of the orthoester JohnsonClaisen rearrangement of a tartrate-based allyl alcohol has been studied.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-10-16T14:05:19Z
2014-10-16T14:05:19Z
2012
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (5)1047-1055
http://dx.doi.org/10.1002/ejoc.201101420
http://dspace.library.iitb.ac.in/jspui/handle/100/15739
 
Language en