Enantiospecific synthesis of (+)-ribasine

Article abstract of DOI:10.1016/S0040-4020(99)00133-7

The alkaloid (+)-ribasine was synthesized by stereocontrolled addition of substituted α-lithium-o-toluate 6d to enantiomerically pure (R)-N-(9- phenylfluoren-9-yl)-2-amino-5,6-(methylenedioxy)indan-1-one [(+)-5]. Aminoindanone (+)-5 was prepared from amino acid (-)-15 obtained by diastereoselective alkylation of a chiral glyeme enolate synthon.