Tetrahedron

1, 2-Disubstituted cyclohexane nucleosides: comparative study for the synthesis of cis and trans adenosine analogues

D Viña, L Santana, E Uriarte, C Terán

Index: Vina, Dolores; Santana, Lourdes; Uriarte, Eugenio; Teran, Carmen Tetrahedron, 2005 , vol. 61, # 2 p. 473 - 478

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Citation Number: 16

Abstract

A new class of adenosine analogues with 1, 2-disubstituted carbocycles (with cis and trans stereochemistry) have been synthesized. Construction of the base on the amino group of (±)- cis-(2-aminocyclohexyl) methanol was more efficient than the Mitsunobu condensation between the purine base and protected (±)-trans-(2-hydroxymethyl) cyclohexanol. The latter strategy gave the final compound with cis stereochemistry in a short number of steps with ...