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Original Articles

Regioselective Glycosylation: Synthesis of α-Indoline Nucleosides

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Pages 1147-1165 | Received 19 Oct 2004, Accepted 22 Apr 2005, Published online: 31 Aug 2006
 

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.

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