C2-symmetric bissulfoxides as organocatalysts in the allylation of benzoyl hydrazones: spacer and concentration effects.
A comparative study on the allylation of a benzoyl hydrazone with allyl trichlorosilane using monosulfoxides, methylene-bridged C2-symmetric bissulfoxides, and ethylene-bridged C2-symmetric bissulfoxides shows that the enantioselectivity of the process is highly dependent on the spacer between the two sulfinyl sulfurs and the concentration of the reaction.
Fernández
Inmaculada
I
Departamento de Química OrgAnica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, 41012 Sevilla, Spain. inmaff@us.es
Valdivia
Victoria
V
Leal
Manuel Pernía
MP
Khiar
Noureddine
N
D002384:Catalysis; D006835:Hydrazones / Q000737:chemistry*; D015394:Molecular Structure; D013454:Sulfoxides / Q000737:chemistry*
D006835:Hydrazones; D013454:Sulfoxides