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Conversion of (-)-3-Dehydroshikimic Acid into Derivatives of the (+)-Enantiomer

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Date

2003

Authors

Banwell, Martin
Edwards, Alison
Essers, Michael
Jolliffe, Katrina

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

(-)-3-DHS (1), a compound available in large quantity through "engineering" of the shikimic acid pathway, has been converted over eight steps into the methyl ester, ent-2, of the (+)-enantiomer. Methyl (+)-shikimate (15) and its C-3 epimer (ent-5) have also been prepared by related means.

Description

Keywords

Keywords: Enantiomers; Chemical reactions; Derivatives; Esters; Organic acids; 3 dehydroshikimic acid; ester derivative; shikimic acid derivative; unclassified drug; article; enantiomer; reaction analysis; stereochemistry; synthesis; Indicators and Reagents; Shikim

Citation

URI

http://hdl.handle.net/1885/88395

Collections

ANU Research Publications

Source

Journal of Organic Chemistry

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/jo034689c

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