Synthesis of a Methyl Heptaglucoside with Phytoalexin Elicitor Activity Based on Oxidative Coupling of Glucals
Authors:
- 1 June 1995
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 1 (3) , 161-164
Abstract
Several suitable building blocks for the construction of the phytoalexin elicitor α‐methyl‐32, 34‐di‐β‐D‐glucopyranosylgentiopentaoside (2) were readily accessible by oxidative coupling of glucals. Block coupling of trimeric phenylseleno‐ and ethylthioglucosyl donors 17 and 18 with tetrasaccharide 16 in the presence of the thiophilic promoter N‐iodosuccinimide and catalytic trifluoromethanesulfonic acid furnished the desired heptaglucan 2 in high overall yield.Keywords
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