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Azomethine ylide generation via the dipole cascade
Tetrahedron, 1992Abstract A series of N-acyl 2-diazo-3-oxobutanoates, when treated with a catalytic quantity of a rhodium(II) carboxylate, were found to afford substituted pyrroles derived from an azomethine ylide intermediate. The initial reaction involves generation of the expected carbonyl ylide dipole by intramolecular cyclization of the keto carbenoid onto the ...
Albert Padwa +4 more
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ChemInform Abstract: Enantioselective Cycloadditions of Azomethine Ylides
ChemInform, 2009AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Carmen Najera, Jose M. Sansano
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Fused aziridines as sources of azomethine ylides
Chemistry of Heterocyclic Compounds, 2012The use of fused aziridines as sources of azomethine ylides in the synthesis of polyheterocyclic compounds is examined. Features of thermo- and photolytic opening of aziridines and aspects of the stereo-, regio-, and chemoselectivity of cycloaddition and electrocyclization of azomethine ylides are discussed.
A. F. Khlebnikov, M. S. Novikov
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Azomethine, carbonyl and thiocarbonyl ylides
2002Abstract Simple addition of a carbene or carbenoid to a C-N double bond would be expected to result in the formation of an azomethine ylide. This is consistent with electrophilic attack of the carbene at the nitrogen atom lone pair. Formation of ylides in this manner was reviewed by Padwa and Hornbuckle in 1991.
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Development of amine functionalizations involving azomethine ylides
2015Functionalization of amines is a very important research area in organic chemistry because functionalized amines are important building blocks in many biologically active compounds and pharmaceuticals. Outlined within this dissertation are our efforts toward the development of redox-neutral amine functionalizations involving azomethine ylides.
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