63757-32-4Relevant academic research and scientific papers
An α-Diaminoboryl carbanion assisted stereoselective single-pot preparation of α,β-disubstituted Acrylonitriles
Tomioka, Takashi,Sankranti, Rambabu,Vaughan, Trey G.,Maejima, Toshihide,Yanase, Takayoshi
experimental part, p. 8053 - 8058 (2011/11/28)
An α-diaminoboryl carbanion-mediated one-pot olefination directly converts an acetonitrile or the homologous nitrile into a series of α,β-disubstituted acrylonitriles in a stereo-selective manner. The protocol involves the formation of an α-substituted α-diaminoboryl acetonitrile and subsequent olefination with an aldehyde. The use of an aryl or conjugated aldehyde preferentially leads to a (Z)-acrylonitrile, while an aliphatic aldehyde gave an (E)-isomer as a major product. Two complementary approaches, a linear method and a divergent method, are developed.
A STEREOCONTROLLED SYNTHESIS OF 2-METHYL-ALKENENITRILES FROM C-METHYL-C, N-BIS(TRIMETHYLSILYL)KETENIMINE AND ALDEHYDES
Okada, Hisashi,Matsuda, Isamu,Izumi, Yusuke
, p. 97 - 100 (2007/10/02)
A stereocontrolled synthesis of 2-methyl-2-alkenenitriles is achieved via the diastereoselective aldol type reaction of C-methyl-C,N-bis(trimethylsilyl)ketenimine with aldehydes in the presence of a mixture of TiCl4 and Ti(O-iPr)4.
