123475-16-1Relevant academic research and scientific papers
A mild and efficient catalytic Strecker reaction of N-alkoxycarbonylamino sulfones with trimethylsilyl cyanide using indium(III) chloride: A facile synthesis of α-aminonitriles
Das, Biswanath,Damodar, Kongara,Shashikanth, Boddu,Srinivas, Yallamalla,Kalavathi, Itikala
experimental part, p. 3133 - 3136 (2009/06/17)
The Strecker reaction of N-alkoxycarbonylamino sulfones with trimethylsilyl cyanide in the presence of catalytic amount of indium(III) chloride at room temperature produces the corresponding protected α;-aminonitriles in high yields. Georg Thieme Verlag Stuttgart.
A Stereoselective entry into functionalized 1,2-diamines by zinc-mediated homologation of α-aminoacids
Hoang, Cam Thuy,Alezra, Valerie,Guillot, Regis,Kouklovsky, Cyrille
, p. 2521 - 2524 (2008/02/05)
A general, stereoselective synthsis of 4,5-disubstituted imidazolidines-2-ones from α-aminoacids has been developed: the key steps are a Biaise reaction of bromoacetate on α-aminonitriles and further reduction. Although reduction with sodium cyanoborohydride afforded a mixture of cis and trans isomers 6a-e with moderate to good stereoselectivity, reduction with sodium in liquid ammonia gave the trans isomers 8a-e with complete stereoselectivity. Acidic hydrolysis of the urea gave 4-amino-pyrrolidinones, which can be precursors to β,γ-diaminoacids or 3-aminopyrrolidines.
Benzotriazole-assisted Synthesis of α-Acylaminonitriles and a Conceptually Novel Method for Peptide Elongation
Katritzky, Alan R.,Urogdi, Laszlo
, p. 1853 - 1857 (2007/10/02)
A general method for the synthesis of α-acylamino nitriles is reported.Initially, the adducts resulting from Mannich-type condensation of benzotriazole with an aldehyde and an amide are prepared.These undergo elimination of benzotriazole with cyanide to g
