scispace - formally typeset
Journal ArticleDOI

Direct preparation of 2-deoxy-d-glucopyranosides from glucals without ferrier rearrangement

TLDR
In this paper, an efficient catalytic procedure for the preparation of 2-deoxyglucosides from glucals without allylic or Ferrier rearrangement using triphenylphosphine hydrobromide and a wide variety of hydroxylic nucleophiles is described.
Abstract
An efficient catalytic procedure for the preparation of 2-deoxyglucosides from glucals without allylic or Ferrier rearrangement using triphenylphosphine hydrobromide and a wide variety of hydroxylic nucleophiles is described

read more

Citations
More filters
Journal ArticleDOI

A survey of the nature of glucose acylation reactions in plant extracts

TL;DR: The activity in wild tomato Lycopersicon pennellii has been analysed in detail by using analogs of glucose as acceptors and a number of 1- O -acyl-β-glucoses and 1-O -acyL-2-deoxyglucose as acyl donors to catalyse anomeric acyl exchange.
Journal ArticleDOI

Caged compounds of a 2-deoxyglucose: Facile synthesis and their photoreactivity

TL;DR: An o-Nitrobenzyl and an o-nitrophenethyl derivatized 2-deoxyglucose (caged 2- de oxygenglucoses) were synthesized from 3,4,6-tri-O-acetyl-D-glucal in only two steps in moderate to good yields as isomeric mixtures.
Journal ArticleDOI

Synthesis of 11-[3H]-arteether, an experimental antimalarial drug

TL;DR: The triphenylphosphine hydrobromide-catalyzed addition of a proton from ethanol to anhydrodihydroartemisinin (5) has been employed for the synthesis of 2 and 4 use of 1.5 equivalents of EtO2H or EtO3H yielded 11-[3H]-β-arteether as the major product.
Journal ArticleDOI

De Novo Synthesis of an l-Lemonose Thioglycoside Donor from d-Threonine.

TL;DR: 1,2-addition diastereoselectively establishes the C3 tetra-substituted center and subsequent glycal hydration allows for anomeric functionalization to the thioglycoside.
Related Papers (5)