Umpolung Synthesis of Vicinal Diamines: Diastereoselective Addition of 2‑Azaallyl Anions to Davis–Ellman’s Imines Leleti Rajender Reddy Sharadsrikar Kotturi Rajesh Shenoy Kumara Swamy Nalivela Chirag Patel Poojabahen Raval Vinkal Zalavadiya 10.1021/acs.orglett.8b02331.s001 https://acs.figshare.com/articles/journal_contribution/Umpolung_Synthesis_of_Vicinal_Diamines_Diastereoselective_Addition_of_2_Azaallyl_Anions_to_Davis_Ellman_s_Imines/6974108 A highly regioselective and diastereoselective addition of 2-azaallyl anions to <i>N</i>-<i>tert</i>-butanesulfinylimines is reported. This methodology affords the preparation of enantiomerically and diastereomerically pure vicinal diamines bearing two adjacent stereocenters. Reactions proceed efficiently (yield up to 94%), diastereoselectively (<i>dr</i> values up to 98:2:0:0), and site-selectively to deliver products with differentiated amino groups. 2018-08-16 12:20:18 butanesulfinylimine Diastereoselective Addition Imine Vicinal Diamines dr values regioselective methodology enantiomerically stereocenter Anion Azaallyl diastereoselective addition Umpolung Synthesis Davis vicinal diamines 2- azaallyl anions diastereomerically preparation site-selectively diastereoselectively tert