SYNTHESIS OF METHYL SECOLONITOSIDE

Authors
BROWN RT MAYALARP SP WATTS J
Citation
Rt. Brown et al., SYNTHESIS OF METHYL SECOLONITOSIDE, Journal of the Chemical Society. Perkin transactions. I, (11), 1997, pp. 1633-1637
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
11
Year of publication
1997
Pages
1633 - 1637
Database
ISI
SICI code
0300-922X(1997):11<1633:SOMS>2.0.ZU;2-U
Abstract
The monoterpene diglycoside macrolide, lonitoside 1, is assumed to be biosynthesized via the intermediate acid secolonitoside 3 which has al so been isolated from Lonicera nitida E. H. Wilson, We have synthesize d the methyl ester of acid 3 from D-glucose, L-arabinose and (-)-citro nellol[via methyl (E,S)-8-hydroxy-2,6-dimethyloct-2-enoate], both as a formal proof of structure and as an approach to a total synthesis of the macrolide 1.