105370-60-3Relevant articles and documents
Addition of Highly Polarized Organometallic Compounds to N-tert-Butanesulfinyl Imines in Deep Eutectic Solvents under Air: Preparation of Chiral Amines of Pharmaceutical Interest
Capriati, Vito,Cicco, Luciana,García-álvarez, Joaquín,González-Sabín, Javier,Perna, Filippo M.,Ríos-Lombardía, Nicolás,Salomone, Antonio,Vitale, Paola
, (2020/07/04)
Highly polarized organometallic compounds of s-block elements are added smoothly to chiral N-tert-butanesulfinyl imines in the biodegradable d-sorbitol/choline chloride eutectic mixture, thereby granting access to enantioenriched primary amines after quantitatively removing the sulfinyl group. The practicality of the method is further highlighted by proceeding at ambient temperature and under air, with very short reaction times (2 min), enabling the preparation of diastereoisomeric sulfinamides in very good yields (74–98 %) and with a broad substrate scope, and the possibility of scaling up the process. The method is demonstrated in the asymmetric syntheses of both the chiral amine side-chain of (R,R)-Formoterol (96 % ee) and the pharmaceutically relevant (R)-Cinacalcet (98 % ee).
Catalytic asymmetric synthesis of β-sultams as precursors for taurine derivatives
Zajac, Marian,Peters, Rene
supporting information; experimental part, p. 8204 - 8222 (2011/02/27)
β-Sultams, biologically interesting sulfonyl analogues of β-lactams, have been prepared by an organocata-lytic asymmetric formal [2+ 2]-cycloaddition approach of non-nucleophilic imines with alkyl sulfonyl chlorides. In the case of very electron poor N-to
Enantioselective reductive coupling of acetylene to N-arylsulfonyl imines via rhodium catalyzed C-C bond-forming hydrogenation: (Z)-dienyl allylic amines
Skucas, Eduardas,Kong, Jong Rock,Krische, Michael J.
, p. 7242 - 7243 (2008/02/08)
The first highly enantioselective catalytic vinylation of aldimines to furnish allylic amines is reported. Exposure of aromatic and aliphatic N-arylsulfonyl aldimines 1a-12a to equal volumes of acetylene and hydrogen gas at 45 °C and ambient pressure in t