Tetrahedron letters

Direct glycosylation: synthesis of α-indoline ribonucleosides

T Chandra, KL Brown

Index: Chandra, Tilak; Brown, Kenneth L. Tetrahedron Letters, 2005 , vol. 46, # 12 p. 2071 - 2074

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Citation Number: 10

Abstract

A selective synthesis of α-anomers of indoline nucleosides is described. Ribonucleosides of indoline, dimethylindoline and 5-bromoindoline are readily prepared in good yield by reacting indoline bases directly with the protected sugar, 2, 3-O-(1-methylethylidene) 5-O- (triphenylmethyl)-D-ribofuranose in dry ethanol or methylene chloride in presence of molecular sieves at 40–60° C.