Synthesis of carbocyclic C-nucleoside analogues from 8,9,10-trinorborn-5-en-2-ol

Abstract

The protected cyclopentanecarboxylic acids (6) and (14), obtained from 8,9,10-trinorborn-5-en-2-ol, are useful intermediates for the synthesis of carbocyclic ribo- and 2′-deoxyribo-C-nucleoside analogues. This is exemplified by their conversion into the imidazo[1,5-a]pyridine carbocyclic C-nucleosides (18) and (22).