Stannous chloride reduction of nitroalkenes in amines. Synthesis and cycloaddition of alpha-dialkylaminoaldoxime

Authors
Gottlieb, L Hassner, A Gottlieb, HE
Citation
L. Gottlieb et al., Stannous chloride reduction of nitroalkenes in amines. Synthesis and cycloaddition of alpha-dialkylaminoaldoxime, SYN COMMUN, 30(14), 2000, pp. 2445-2464
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
14
Year of publication
2000
Pages
2445 - 2464
Database
ISI
SICI code
0039-7911(2000)30:14<2445:SCRONI>2.0.ZU;2-4
Abstract
alpha-Dialkylamino aldoximes 12 were prepared by stannous chloride reductio n of nitroalkenes in amines. An intramolecular Michael addition-deoxygenati on mechanism is suggested. alpha-Allylamino aldoxime underwent an efficient Intramolecular Grime Olefin Cycloaddition (IOOC) giving 13.