Stereocontrolled Synthesis and Biological Evaluation of Novel Carbocyclic Nucleosides Analogues of Neplanocin F and Abacavir

作者：Douadi Ali; Bremond Paul; Lanez Touhami; Pannecouque Christophe; Audran Gerard^*

来源：Synlett, 2011, 2011(1): 111-115.

DOI：10.1055/s-0030-1259100

• stereoselective synthesis
• nucleosides
• Mitsunobu reaction
• purine
• carbocyclic nucleoside

Starting from a readily available building block, two straightforward diastereoselective approaches to functionalized 3'-methyl-branched carbocyclic nucleoside analogues of neplanocin F and abacavir bearing different purine bases are described. The key steps are a regioselective allylic hydroxylation in the first approach and a ring opening of a cyclic carbonate for the second one, affording allylic alcohols as carbasugar intermediates. In both cases, the carbasugars thus synthesized are then coupled with different purine bases.

• 出版日期2011-1
• 单位河北医科大学