The enantioselective synthesis of the potent dopamine D1 agonist (1R, 3S)-3-(1'-adamantyl)-1-(aminomethyl)-3, 4-dihydro-5, 6-dihydroxy-1H-2-benzopyran (A77636)
…, RJ Perner, HE Morton, S DiDomenico Jr
文献索引：DeNinno; Perner; Morton; DiDomenico Jr. Journal of Organic Chemistry, 1992 , vol. 57, # 26 p. 7115 - 7118
The synthesis of both enantiomers of the title compound is described. The corresponding racemic compound (f)-1 was previously shown to be a highly potent and selective dopamine D1 agonist. Key to the synthesis of the enantiomers was the oxazaborolidine-catalyzed asymmetric reduction of the a-bromomethyl ketone 12 which led to the optically enriched epoxide 7. An aryllithium addition to the epoxide followed by a diastereospecific ...
