The chemistry of N,N-bis(trialkylsilyloxy)enamines 2. Alkylation of primary amines with N,N-bis(trimethylsilyloxy)enamines

Authors
Makarenkova, LM Bliznets, IV Ioffe, SL Strelenko, YA Tartakovsky, VA
Citation
Lm. Makarenkova et al., The chemistry of N,N-bis(trialkylsilyloxy)enamines 2. Alkylation of primary amines with N,N-bis(trimethylsilyloxy)enamines, RUSS CHEM B, 49(7), 2000, pp. 1261-1269
Citations number
9
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
49
Issue
7
Year of publication
2000
Pages
1261 - 1269
Database
ISI
SICI code
1066-5285(200007)49:7<1261:TCON2A>2.0.ZU;2-J
Abstract
The reactions of primary amines with N,N-bis(trimethylsilyloxy)enamines can give products of both mono- and bis-alpha-oximinoalkylation of primary ami nes. The steric restrictions in both reactants substantially retard bis-alp ha-oximinoalkylation. A general method for the synthesis of alpha-amino-sub stituted oximes from primary amines and bis-silyl derivatives of aliphatic nitro compounds was developed.