Affordable Access

Publisher Website

Syntheses of a branched heptasaccharide having phytoalexin-elicitor activity

Authors
Journal
Carbohydrate Research
0008-6215
Publisher
Elsevier
Publication Date
Volume
164
Identifiers
DOI: 10.1016/0008-6215(87)80137-4

Abstract

Abstract Syntheses are described of a d-glucose heptasaccharide 1, corresponding to a glucan structure recognised by the soybean when infected by the fungus Phytophthora megasperma f. sp. glycinea and which stimulates the formation of phytoalexins. The synthetic strategy is based upon 1,2- trans-glycoside formation assisted by participating benzoate groups in the 2-position, with silver triflate as promoter and glycosyl bromides as donors for making the smaller fragments, and with methyl triflate as promoter with thioglycosides as donors for making the larger ones. Regioselective reductive openings of 4,6-benzylidene acetals play a key role in obtaining free 6-OH groups with benzyl protection at O-4.

There are no comments yet on this publication. Be the first to share your thoughts.

Statistics

Seen <100 times
0 Comments

More articles like this

Synthesis of a glycopeptide with phytoalexin elici...

on Carbohydrate Research Jan 01, 1994

Synthesis of glycopeptides with phytoalexin elicit...

on Bioorganic & Medicinal Chemist... Jan 01, 1996

Synthesis of glycopeptides with phytoalexin elicit...

on Bioorganic & Medicinal Chemist... November 1996
More articles like this..