143121-73-7Relevant academic research and scientific papers
Nickel-Catalyzed Chemoselective Asymmetric Hydrogenation of α,β -Unsaturated Ketoimines: An Efficient Approach to Chiral Allylic Amines
Zhao, Xiang,Zhang, Feng,Liu, Kai,Zhang, Xumu,Lv, Hui
, p. 8966 - 8969 (2019/11/11)
An efficient synthetic route to chiral allylic amines has been developed by nickel/(S,S)-Ph-BPE complex catalyzed chemoselective asymmetric hydrogenation of α,β-unsaturated ketoimines. Varieties of α,β-unsaturated ketoimines have been well tolerated in this transformation to give chiral allylic amines with high yields and excellent ee values (up to 99% yield, up to 99% ee). A gram-scale reaction with 0.2 mol % catalyst loading has also been achieved.
Thermal Ring Expansion of 2-Sulfonylimidoyl-1-phthalimidoaziridines into N-Sulfonylimidazoles
Stukalov, Aleksandr,Suslonov, Vitalii V.,Kuznetsov, Mikhail A.
supporting information, p. 1634 - 1645 (2018/04/24)
The oxidative phthalimidoaziridination of conjugated unsaturated N-sulfonylimines leads, in most cases, to di-substituted, tri-substituted and spiro-fused imidoylaziridines in synthetically useful yields typically above 70 %. The latter are thermally tran
N - To C -sulfonyl photoisomerisation of dihydropyridinones: A synthetic and mechanistic study
Yeh, Pei-Pei,Taylor, James E.,Stark, Daniel G.,Daniels, David S. B.,Fallan, Charlene,Walton, John C.,Smith, Andrew D.
supporting information, p. 8914 - 8922 (2017/11/09)
The scope and limitations of a photoinitiated N- to C-sulfonyl migration process within a range of dihydropyridinones is assessed. This sulfonyl transfer proceeds without erosion of either diastereo- or enantiocontrol, and is general across a range of N-s
Asymmetric CONJUGATE ADDITION of MALONATE ESTERS to α,β- UNSATURATED N-sulfonyl imines: An expeditious route to chiral δ-aminoesters and piperidones
Espinosa, Miguel,Blay, Gonzalo,Cardona, Luz,Pedro, José R.
supporting information, p. 14861 - 14866 (2013/11/06)
The asymmetric conjugate addition of malonate esters to α,β-unsaturated N-sulfonyl imines is catalyzed by PyBOX/La(OTf) 3 complexes in the presence of 4A? MS. The reaction gives the corresponding E enamines bearing a stereogenic center at the allylic position with good yields and enantiomeric ratios up to 97:3. This reaction provides a synthetic entry to chiral δ-aminoesters and piperidones. Copyright
Dihydropyridones: Catalytic asymmetric synthesis, N- to C-sulfonyl transfer, and derivatizations
Simal, Carmen,Lebl, Tomas,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information; experimental part, p. 3653 - 3657 (2012/05/20)
Benzotetramisole (1) promotes the reaction of ammonium enolates derived from arylacetic acids with N-tosyl-α,β-unsaturated ketimines, thus giving dihydropyridones with high diastereo- and enantiocontrol (see scheme). These products readily undergo N- to C-sulfonyl photoisomerization and are derivatized to afford stereodefined piperidines and tetrahydropyrans.
A simple, efficient Pd-catalyzed synthesis of N-sulfonylimines from organoboronic acids and tosylbenzimidoyl chlorides
Fan, Li-Yan,Gao, Fei-Feng,Jiang, Wei-Hua,Deng, Min-Zhi,Qian, Chang-Tao
experimental part, p. 2133 - 2137 (2009/02/01)
A simple and efficient synthesis of N-sulfonyl ketimines through a Pd-catalyzed cross-coupling reaction between organoboronic acids and tosylbenzimidoyl chlorides under mild conditions has been developed. The Royal Society of Chemistry 2008.
