Synthesis of Enantiomerically Pure 1,2-Disubstituted 2-Selenoamines

Abstract Optically pure phenylseleno-(S)-2-p-tolylsulfinylbenzylcarbanions react with (S)-N-2-p-tolylsulfinylimines derived from aliphatic and aromatic aldehydes in a highly stereoselective manner affording bis-sulfinylselenoamines, easily transformed into 1-phenyl, 2-aryl (or alkyl)-2-phenylseleno ethylamines by subsequent reactions, which were treatment reactions with t-BuLi and TFA. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.