Nucleosides, Nucleotides and Nucleic Acids

Regioselective Synthesis of Indazole N 1??and N 2??(β??d??Ribonucleosides)

F Seela, X Peng

Index: Seela, Frank; Peng, Xiaohua Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 1-2 p. 227 - 237

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Citation Number: 3

Abstract

The regioselective synthesis of 4??nitroindazole N 1??and N 2??(β??d??ribonucleosides)(8, 9, 1b and 2b) is described. The N 1??regioisomers are formed under thermodynamic control of the glycosylation reaction [fusion reaction or Silyl Hilbert??Johnson glycosylation for 48 h (66%)], while the kinetic control (Silyl Hilbert??Johnson glycosylation for 5 h) afforded only the N 2?? isomer (64%). The structures of the nucleosides 1b and 2b were assigned by single ...