186249-75-2Relevant academic research and scientific papers
Synthesis of enantiomerically pure aryl, hetero aryl and alkyl sulfinimides catalyzed by recyclable tungstophosphoric acid
Srinath,Ramu,Elavarasan,Paradesi,Kumar, R. Mohan,Ilango,Baskar
, p. 294 - 300 (2017/11/15)
A simple and efficient procedure was developed for the preparation of a variety of aryl, hetero aryl and alkyl N-sulfinylimines (2b-2u) with excellent yields (85–94%) using tungstophosphoric acid as catalyst. Also, this new synthetic protocol features hig
Triisopropyl borate mediated N-sulfinyl imine formation
Visco, Michael D.,Reeves, Jonathan T.,Marsini, Maurice A.,Volchkov, Ivan,Busacca, Carl A.,Mattson, Anita E.,Senanayake, Chris H.
supporting information, p. 1903 - 1905 (2016/04/19)
Triisopropyl borate effects the condensation of aldehydes with sulfinamides to give N-sulfinyl imines. The reaction is amenable to 1°, 2°, and 3° alkyl aldehydes, as well as aryl, heteroaryl, and α,β-unsaturated aldehydes. In addition to tert-butanesulfin
A General Method for Imine Formation Using B(OCH2CF3)3
Reeves, Jonathan T.,Visco, Michael D.,Marsini, Maurice A.,Grinberg, Nelu,Busacca, Carl A.,Mattson, Anita E.,Senanayake, Chris H.
supporting information, p. 2442 - 2445 (2015/05/27)
Tris(2,2,2-trifluoroethyl)borate [B(OCH2CF3)3] was found to be a mild and general reagent for the formation of a variety of imines by condensation of amides or amines with carbonyl compounds. N-Sulfinyl, N-toluenesulfonyl,
Desymmetrization of metallated cyclohexadienes with chiral N-tert-butanesulfinyl imines
Maji, Modhu Sudan,Froehlich, Roland,Studer, Armido
supporting information; experimental part, p. 1847 - 1850 (2009/04/10)
This communication describes the desymmetrization of various achiral metallated cyclohexadienes with a series of chiral N-tert-butanesulfinyl imines. Depending on the metal used, either the symmetrical diene (dicyclohexadienyl- zinc) or the desymmetrized
KHSO4-mediated condensation reactions of tert-butanesulfinamide with aldehydes. Preparation of tert-butanesulfinyl aldimines
Huang, Zhiyan,Zhang, Min,Wang, Yin,Qin, Yong
, p. 1334 - 1336 (2007/10/03)
Optically pure tert-butanesulfinyl aldimines 1 were prepared by direct condensation of chiral tert-butanesulfinamide 3 with aldehydes 2 in high yields in the presence of KHSO4. The main advantage of KHSO4 is that it is applicable to the condensation reactions of a variety of aldehydes, including electron deficient and electron rich (hetereo)aromatic aldehydes, as well as aliphatic aldehydes.
Asymmetric aziridination by reaction of chiral N-sulfinylimines with sulfur ylides: Stereoselectivity improvement by use of tert-butylsulfinyl group as chiral auxiliary
Garcia Ruano, Jose L.,Fernandez, Inmaculada,Del Prado Catalina, Miriam,Alcudia Cruz, Ana
, p. 3407 - 3414 (2007/10/03)
Chiral tert-butylsulfinyl group has been shown to be the chiral auxiliary of choice for the asymmetric aziridination of N-sulfinyliminas. Moreover, the sense of the asymmetric induction can be tuned in two ways: the chirality at the tert-butylsulfinyl Sulfur, or the nature of the methylene transfer reagent used. Thus, both aziridines 10(S(S),S) and 10(R(S),R), epimeric at C-2, were obtained in enantiomerically pure form by a single crystallisation (75% yield).
