A click chemistry approach to the synthesis of 3′-deoxy-2′-substituted carbanucleoside precursors. Issue 2 (14th January 2015) - da Costa, Joana Ferreira
Abstract: We report herein the synthesis of various carbanucleoside precursors by a click chemistry approach, employing cyclopent-3-en-1-ylmethanol1 as starting material. Using aziridine (±)-2 as key intermediate, we describe an efficient procedure for the synthesis of a series of 3′-deoxy-2′-substituted carbanucleoside precursors, namely aminoalcohols of type (±)-3 . Alternatively, transformation of alcohol1 into (3-azido-4-halo-1-cyclopentyl)methanols of type (±)-4, allows the preparation of 1, 2, 3-triazole carbanucleoside analogues of types (±)-5 and (±)-8 . Graphical abstract: