154582-41-9Relevant academic research and scientific papers
A novel transformation of primary amines to N-monoalkylhydroxylamines
Tokuyama,Kuboyama,Amano,Yamashita,Fukuyama
, p. 1299 - 1304 (2007/10/03)
A novel transformation of primary amines to the corresponding N-monoalkylhydroxylamines is described. The three-step protocol involves selective mono-cyanomethylation of primary amines, regioselective formation of nitrones by m-CPBA oxidation, and hydroxylaminolysis of the nitrones with hydroxylamine hydrochloride. The method is applicable for a wide range of primary amines, including alkyl, benzyl, and chiral.
The use of the cyanomethyl unit as a protecting group for phenols, amines and carbamates
Benarab,Boye,Savelon,Guillaumet
, p. 7567 - 7568 (2007/10/02)
The use of the cyanomethyl unit as a protecting group for phenols, primary and secondary amines, and carbamates is described. Optimized conditions for formation and hydrolysis of cyanomethyl in the presence of the other hydrogenolysis-sensitive groups such as O- and N-benzyl groups are presented.
