Determination by enantioselective synthesis of the absolute configuration of CPE, a potential intermediate in coronatine biosynthesis

Authors
Citation
T. Tao et Rj. Parry, Determination by enantioselective synthesis of the absolute configuration of CPE, a potential intermediate in coronatine biosynthesis, ORG LETT, 3(19), 2001, pp. 3045-3047
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
19
Year of publication
2001
Pages
3045 - 3047
Database
ISI
SICI code
1523-7060(20010920)3:19<3045:DBESOT>2.0.ZU;2-Y
Abstract
[GRAPHICS] The first enantioselective synthesis of the methyl ester of CPE, a potentia l intermediate in coronatine (COR) biosynthesis, is described. Comparison o f the specific rotation of the synthetic ester with that of the methyl este r of natural CPE established that the latter possesses the (R) configuratio n. This configuration is the same as that found at the corresponding asymme tric center of coronatine.