Tetrahedron p. 4245 - 4254 (1981)
Update date:2022-09-26
Topics:
Konstyanovsky, Remir G.
Rudchenko, Vladimir F.
Shtamburg, Vasilii G.
Chervin, Ivan I.
Nasibov, Shahin S.
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.
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