851513-48-9Relevant academic research and scientific papers
A room-temperature protocol for the rhodium(I)-catalyzed addition of arylboron compounds to sulfinimines
Bolshan, Yuri,Batey, Robert A.
, p. 1481 - 1484 (2005)
(Chemical Equation Presented) The addition of organoboronic acids to chiral sulfinimines proceeds under mild conditions at room temperature, using Rh(I) catalysis in the absence of external phosphine ligands. Clean reaction only occurs in the presence of
Asymmetric Vinylogous Aza-Darzens Approach to Vinyl Aziridines
Chogii, Isaac,Das, Pradipta,Delost, Michael D.,Crawford, Mark N.,Njardarson, Jon T.
supporting information, p. 4942 - 4945 (2018/08/24)
A new asymmetric approach to assemble cis-vinyl aziridines is reported. A reaction of strategically substituted dienolates, decorated with a γ-leaving group, with chiral sulfinimines afforded chiral vinyl aziridine products in good to excellent yields. This is the first systematic study toward the realization of a useful asymmetric vinylogous aza-Darzens reaction. The reaction is initiated by a syn-selective addition, affording cis-vinyl aziridine products after displacement of bromide. The low syn-diastereoselectivity is attributed to competing retro-Mannich pathways.
Conversion of 1,3-disubstituted arenes to chiral α,α-diaryl methylammonium chlorides using arene borylation
Boebel, Timothy A.,Hartwig, John F.
, p. 6824 - 6830 (2008/09/21)
A two-step conversion of 1,3-disubstituted arenes to chiral α,α-diaryl methylammonium chlorides is described. In this procedure, arenes are converted to aryl boronic esters by iridium-catalyzed borylation, and the aryl boronic esters are converted to enantioenriched amines by subsequent rhodium-catalyzed addition to chiral tert-butanesulfinimes.
