A diethyltartrate-based synthesis of both (−)- and (+)-arundic acid

A diethyltartrate-based synthesis of both enantiomers of the acute ischemic stroke therapeutic agent, arundic acid is presented. Separable diastereomers were obtained through the Johnson–Claisen rearrangement of the chiral vicinal diol based on the diethyltartrate skeleton and were converted separat...

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Bibliographic Details
Published in:Tetrahedron letters 2009-10, Vol.50 (43), p.5903-5905
Main Authors: Fernandes, Rodney A., Dhall, Abhinav, Ingle, Arun B.
Format: Article
Language:English
Subjects:
Acute ischemic stroke therapeutic agent
Arundic acid
Diethyltartrate
Johnson–Claisen rearrangement
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Summary:A diethyltartrate-based synthesis of both enantiomers of the acute ischemic stroke therapeutic agent, arundic acid is presented. Separable diastereomers were obtained through the Johnson–Claisen rearrangement of the chiral vicinal diol based on the diethyltartrate skeleton and were converted separately into the two enantiomers of arundic acid.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.08.004