A new and short convergent synthetic strategy to carbocyclic nucleosides.
An efficient synthesis for racemic cyclopent-3-en-1-yl nucleoside analogues has been developed starting from cyclopentadiene. The key step is the regioselective hydroboration of a mixture of intermediate alkylatede cyclopentadienes to give one cyclopentenol.
Department of Chemistry, Organic Chemistry, Faculty of Science, University of Hamburg, Hamburg, Germany.
Bastian
B
Reichardt
Chris
C
Meier
D000146:Acids, Carbocyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015224:Dideoxynucleosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D006147:Guanine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000099227:Abacavir
D000146:Acids, Carbocyclic; D019380:Anti-HIV Agents; D000998:Antiviral Agents; D015224:Dideoxynucleosides; D006147:Guanine; D009705:Nucleosides; D000099227:Abacavir; C413685:entecavir