956346-15-9Relevant academic research and scientific papers
Rationally-designed S-chiral bissulfinamides as highly enantioselective organocatalysts for reduction of ketimines
Pei, Dong,Zhang, Yu,Wei, Siyu,Wang, Meng,Sun, Jian
, p. 619 - 623 (2008)
We recently reported the first example of S-chiral organocatalysts, that are highly efficient and enantioselective in substoichometric amounts, and which use a chiral monosulfinamide group as Lewis base to activate trichlorosilane (HSiCl3) to reduce N-arylketimines. Aplausible mechanism involving two molecules of the monosulfinamde catalyst for the activation of HSiCl 3 prompted us to design S-chiral bissulfinamides as new catalysts. We herein describe our findings that an easily prepared S-chiral bissulfinamide bearing a five-methylene linkage not only inherited the excellent substrate generality from the monosulfinamide catalysts, but also exhibited further improved enantioselectivity.
Chiral sulfur derivatives in the allylation of acyl hydrazones: C 2-symmetric bis-sulfinamides as enhanced chiral organic promoters.
Fernandez, Inmaculada,Alcudia, Ana,Gori, Beatrice,Valdivia, Victoria,Recio, Rocio,Garcia, Maria Victoria,Khiar, Noureddine
supporting information; experimental part, p. 4388 - 4393 (2010/10/20)
Monosulfinamides and C2-symmetric bis-sulfinamides are convenient neutral chiral promoters in the allylation of acyl hydrazones, the nature of the spacer and the substituent at the sulfinyl sulfur are key elements for the enantioselectivity of the process.
