82124-99-0Relevant academic research and scientific papers
Lewis Acid Mediated Synthesis of 2-Alkenenitriles Using C,N-Bis(trimethylsilyl)ketenimine and Carbonyl Compounds
Matsuda, Isamu,Okada, Hisashi,Izumi, Yusuke
, p. 528 - 532 (1983)
2-Substituted 2-alkenenitriles are obtained in the condensation reaction of carbonyl compounds with C,N-bis(trimethylsilyl)ketenimine in the presence of Lewis acid.The combination of tris(trimethylsilyl)ketenimine and aldehydes results in the high E-selective formation of 2-trimethylsilyl-2-alkenenitriles.Among some Lewis acids, magnesium bromid gives the best E-selectivity in the formation of 2-trimethylsilyl-2-undecenenitrile.Stereospecific protodesilylation of 2-trimethylsilyl-2-alkenenitriles in an aqueous methanol solution of potassium fluoride accomplishes a new route to (Z)-2-alkenenitriles from aldehydes.
Selective Synthesis of (Z)-Alk-2-enenitriles from Aldehydes
Sato, Yoshiro,Niinomi, Yasuko
, p. 56 - 57 (2007/10/02)
A highly stereoselective synthesis of (Z)-alk-2-enenitriles from aldehydes is accomplished by reaction with tris(trimethylsilyl)ketenimine, followed by alkali treatment.
