TOTAL SYNTHESIS OF CHROMOMORIC ACID-B AND ACID-F METHYL-ESTERS

Authors
CHU XJ DONG H LIU ZY
Citation
Xj. Chu et al., TOTAL SYNTHESIS OF CHROMOMORIC ACID-B AND ACID-F METHYL-ESTERS, Tetrahedron, 51(1), 1995, pp. 173-180
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
1
Year of publication
1995
Pages
173 - 180
Database
ISI
SICI code
0040-4020(1995)51:1<173:TSOCAA>2.0.ZU;2-W
Abstract
A convenient total synthesis of chromomoric acid B methyl ester 1 and the first synthesis of chromomoric acid F methyl ester 2 have been des cribed. A one-pot Michael addition-enolate trapping sequence afforded ketone 5 which after a few steps was converted to 1. Reiro Diels-Alder reaction of ester 7 afforded enone 9 which was then transformed to th e target molecule 2 through hydrogenation and alpha-hydroxylation.