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Showing papers on "Glucal published in 1990"


Journal ArticleDOI
TL;DR: The palladium-catalyzed couplings of the protected 1-(tributylstannyl)-D-glucal 1 and substituted aryl bromides provide the corresponding C-arylglucals and a dimer as mentioned in this paper.
Abstract: The palladium-catalyzed couplings of the protected 1-(tributylstannyl)-D-glucal 1 and substituted aryl bromides provide the corresponding C-arylglucals and a dimer

70 citations


Journal ArticleDOI
TL;DR: In this paper, axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series.
Abstract: Axial anomeric sulfoxides generated via thiophenol Ferrier rearrangement of glucal and galactal derivatives are used to synthesize glycals of the gulal and allal series. An application of the method led to the synthesis of the esperamicin thiosugar, thereby establishing its absolute configuration

58 citations


Journal ArticleDOI
TL;DR: It is concluded that steric factors in the glycal and the nucleophile affect only the step of trans-diaxial opening of the intermediate iodonium ion in the iodoalkoxylation of the 6-membered cyclic enol ethers 3,4-di-O-acetyl-L-rhamnal, and related glycal derivatives.

52 citations


Journal ArticleDOI
TL;DR: The synthesis of the C-arylglucoside tricyclic spiroketal nucleus of the papulacandins 5b was achieved utilizing two key steps, namely the palladium-catalyzed coupling of the aryl bromide 6 and the stannyl glucal 2 and stereoselective oxidative spiraketalization of the derived C- Darylglucal 7.
Abstract: The synthesis of the C-arylglucoside tricyclic spiroketal nucleus of the papulacandins 5b was achieved utilizing two key steps, namely the palladium-catalyzed coupling of the aryl bromide 6 and the stannyl glucal 2 and stereoselective oxidative spiroketalization of the derived C-arylglucal 7

47 citations


Journal ArticleDOI
TL;DR: In this article, a synthetic approach to 1,4-anhydro-2,3,6-tri-O -benzyl-a-d -glucopyranose by cis-ring closure of a glycosyl chloride has been studied to furnish a starting sugar for the synthesis of a linear (1→4)-linked polysaccharide.

31 citations


Journal ArticleDOI
TL;DR: Synthese d'anhydro-3,6 O-t-butyldimethylsilyl-4 glucal a partir d'O-tosyl-6 glucal et de butyl chloro dimethyl silane

14 citations


Journal ArticleDOI
TL;DR: The palladium-catalyzed couplings of the protected 1-(tributylstannyl)-D-glucal 1 and substituted aryl bromides provide the corresponding C-arylglucals and a dimer as mentioned in this paper.
Abstract: The palladium-catalyzed couplings of the protected 1-(tributylstannyl)-D-glucal 1 and substituted aryl bromides provide the corresponding C-arylglucals and a dimer

2 citations