[摘要]:We have developed an approach toward enantiomerically pure (S)-methano-carba ribonucleosides based on several functional group transformations on a sensitive bicyclo[3.1.0]hexane system. D-Ribose was transformed into methanocarba alc. 3 followed by conversion of the OH group to a nitrile with inversion of configuration at C4. The nitrile group was subsequently reduced in two stages to the 5'-hydroxymethyl group. An ester group appended to a tertiary carbon (C1) was transformed to an amino group as a nucleobase precursor.