76170-89-3Relevant academic research and scientific papers
ASYMMETRICAL NONBRIDGEHEAD NITROGEN-XXVI SYNTHESIS, CONFIGURATIONALSTABILITY, AND RESOLUTION OF N,N-DIALKOXYAMINES INTO ANTIPODES
Konstyanovsky, Remir G.,Rudchenko, Vladimir F.,Shtamburg, Vasilii G.,Chervin, Ivan I.,Nasibov, Shahin S.
, p. 4245 - 4254 (2007/10/02)
Alkoxyamines with tertiary N-alkyl substituents were chlorinated to N-chloro-N-alkoxyamines whose reaction with alcohols enabled synthesis of N,N-dialkoxyamines.The DNMR method wos used to determine the barriers of of inversion of these compounds.Alkaline hydrolysis (13) followed by subsequent reactions with R-(+)- and S-(-)-a-phenylethylamine yielded diastereomeric salt (+29 and -29) whose crystallization and subsequent esterification resulted in optically active acyclic amines (-13 and +13) with the asymmetric center only at the N atom in the open chain.
