96432-80-3Relevant academic research and scientific papers
Copper-catalyzed asymmetric alkynylation of cyclic: N -sulfonyl ketimines
Ling, Zheng,Singh, Sonia,Xie, Fang,Wu, Liang,Zhang, Wanbin
, p. 5364 - 5367 (2017)
A Cu-catalyzed asymmetric alkynylation of cyclic N-sulfonyl ketimines was developed, providing the corresponding chiral α-tertiary amines with up to 98% ee. The method tolerates some variations in cyclic N-sulfonyl ketimine and alkyne scope. These products could be used in several transformations, in particular, the products of 6-membered cyclic N-sulfonyl ketimines could be easily converted to linear chiral α-tertiary amines. This asymmetric alkynylation provides an efficient, gram-scale, low-cost transition-metal catalyzed synthesis of chiral α-tetrasubstituted propargylamines.
Cobalt-Catalyzed Asymmetric Allylation of Cyclic Ketimines
Wu, Liang,Shao, Qihang,Yang, Guoqiang,Zhang, Wanbin
supporting information, p. 1241 - 1245 (2017/12/15)
A CoII/Box-catalyzed [Box=bis(oxazoline)] enantioselective addition of potassium allyltrifluoroborate to cyclic ketimines was developed, providing the corresponding chiral α-tertiary amines in high yields and with good enantioselectivity values. Alkoxycarbonyl- and alkyl-substituted saccharin-derived ketimines are suitable substrates for this allylation reaction. The product can be converted to complex molecules over several simple steps, including a precursor of MK-0371, which is a kinesin spindle protein inhibitor. In addition, this catalytic system showed a strong positive nonlinear effect.
Copper (II)/RuPHOX-Catalyzed Enantioselective Mannich-Type Reaction of Glycine Schiff Bases with Cyclic Ketimines
Shao, Qihang,Wu, Liang,Chen, Jianzhong,Gridnev, Ilya D.,Yang, Guoqiang,Xie, Fang,Zhang, Wanbin
supporting information, p. 4625 - 4633 (2018/11/10)
A Cu(II)/RuPHOX-catalyzed enantioselective Mannich-type reaction of glycine Schiff bases with cyclic ketimines was developed, affording chiral α,?-diamino acid derivatives in good yields with moderate to good ee and dr values. This provides an efficient methodology for furnishing chiral Cβ-tetrasubstituted α,β-diamino acid precursors. The catalytic system is compatible with a series of substrates. In addition, an interesting nonlinear effect of the catalyst's enantiomeric composition on reaction enantioselectivity was observed. (Figure presented.).
