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Synthesis and reactivity of unsymmetrical azomethine imines formed using alkene aminocarbonylation.

Authors :
Gan W
Moon PJ
Clavette C
Das Neves N
Markiewicz T
Toderian AB
Beauchemin AM
Source :
Organic letters [Org Lett] 2013 Apr 19; Vol. 15 (8), pp. 1890-3. Date of Electronic Publication: 2013 Apr 08.
Publication Year :
2013

Abstract

Complex cyclic azomethine imines possessing a β-aminocarbonyl motif can be accessed readily from simple alkenes and hydrazones. This alkene aminocarbonylation approach allows formation of ketone-derived azomethine imines of unprecedented complexity. Since unsymmetrical hydrazones are used, two stereoisomers are formed: the reactivity of chiral derivatives is explored in both intra- and intermolecular systems.

Details

Language :
English
ISSN :
1523-7052
Volume :
15
Issue :
8
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
23565796
Full Text :
https://doi.org/10.1021/ol400542b