33876-09-4Relevant academic research and scientific papers
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.
Dithio and Thiono Esters, 53. Synthesis of N-Protected α-Amino Dithioesters from α-Amino Nitriles and α-Amino Acids
Kohrt, Arne,Hartke, Klaus
, p. 595 - 606 (2007/10/02)
The α-Amino nitriles 1 and 5 have been transformed into the thiolimido ester hydrochlorides 2 and 6 and sulfhydrolyzed to give the N-protected α-amino dithioesters 3 and 7.The α-amino dithioesters 10 were obtained from 1 via the thioamides 8 and their S-a
