SYNTHESIS OF (1R,CIS)-3-AMINOMETHYL-1,2,2-TRIMETHYLCYCLOPENTANE-METHANOL - 2 APPROACHES USING ALPHA-CAMPHIDONE

(IR)-alpha-camphidone has proved to be extremely resistant to alkaline and acid hydrolysis, but the latter can be accomplished under drastic conditions. The aminoacid so obtained was transformed into the aminoalcohol 3, a desirable intermediate in the synthesis of carbocyclic nucleoside analogues. Alternatively, the N-tosyl derivative of alpha-camphidone can be reductively cleaved under mild conditions and the resulting tosylaminoalcohol converted into 3 in good yield.