Efficient synthesis of new nucleoside analogues with a methylenecyclobutane unit

S Danappe, F Boeda, C Alexandre…

Index: Danappe, Sophie; Boeda, Fabien; Alexandre, Christian; Aubertin, Anne-Marie; Bourgougnon, Nathalie; Huet, Francois Synthetic Communications, 2006 , vol. 36, # 21 p. 3225 - 3239

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Citation Number: 7

Abstract

Abstract Synthesis of eight nucleoside analogues 4–11 with a methylenecyclobutane unit is described. Wittig reaction with 2??hydroxymethylcyclobutanone 12 gave a mixture of Z (13) and E (14) derivatives, which was separated before functional modifications. The heterocyclic moieties were introduced via a Mitsunobu reaction either on the saturated chain or on the unsaturated chain. When adenine was used in this reaction, only the N??9 ...