10.1021/jo902176s.s001 Soyeong Kang Soyeong Kang Hyeon-Kyu Lee Hyeon-Kyu Lee Highly Efficient, Enantioselective Syntheses of (<i>S</i>)-(+)- and (<i>R</i>)-(−)-Dapoxetine Starting with 3-Phenyl-1-propanol American Chemical Society 2010 Enantioselective sequence Efficient prochiral esters research complex Rh enantioselective configuration Phenyl sulfamate intermediacy enantiomer dioxide pathway synthesis Du Bois catalyst chiral Synthese dirhodium pheny amination 2010-01-01 00:00:00 Dataset https://acs.figshare.com/articles/dataset/Highly_Efficient_Enantioselective_Syntheses_of_i_S_i_and_i_R_i__Dapoxetine_Starting_with_3_Phenyl_1_propanol/2803012 A highly efficient, enantioselective sequence has been developed for the synthesis of (<i>S</i>)- and (<i>R</i>)-dapoxetine. The pathways involve the intermediacy of the 6-membered-ring sulfamate esters <b>4</b>, which were generated by Du Bois asymmetric C−H amination reactions of the prochiral sulfamate <b>3</b>, catalyzed by the chiral dirhodium(II) complexes. During the course of our research, the absolute configuration of the enantiomer of 4-pheny[1,2,3]oxathiazinane 2,2-dioxide (<b>4r</b>), prepared by the Du Bois asymmetric C−H amination reaction of <b>3</b> and the Rh<sub>2</sub>(<i>S</i>-nap)<sub>4</sub> catalyst, is determined to be <i>R</i> and not <i>S</i> as was originally reported.