Regioselective glycosylation: synthesis of α-indoline nucleosides

…, T Chandra, S Zou, EJ Valente

Index: Brown, Kenneth L.; Chandra, Tilak; Zou, Shawn; Valente, Edward J. Nucleosides, Nucleotides and Nucleic Acids, 2005 , vol. 24, # 8 p. 1147 - 1165

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Citation Number: 6

Abstract

Novel indoline ribonucleosides with the α-N-glycoside configuration are synthesized with very high regioselectivity in 90–96% yield, using TMS protected indolines and 2, 3-O-(1- methylethylidene)-5-O-(triphenylmethyl)-α/β-d-ribofuranose. The structures of these ribonucleosides were elucidated with X-ray crystallography as well as 2D (NOESY, COSY, and HMQC) NMR spectroscopy.