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Cycloaddition reactions of aldimines of 1,5-ketoaldehydes. Applications in the synthesis of polycyclic nitrogen heterocycles

โœ Scribed by Ronald Grigg; Mark Thornton-Pett; Gnanamoly Yoganathan

Book ID
104209098
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
844 KB
Volume
55
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

Aliphatic aldimines of a range of cyclic and acyclic 1,5-ketoaldehydes undergo metal catalysed regio-and stereo-specific imine --4 azomethine ylide --4 cycloaddition cascades. Acid catalysed cyclisations of the NH group of the pyrrolidine products onto the ketone functionality results in novel tri-and tetra-cyclic nitrogen heterocycles.

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Cycloaddition React
ChemInform Abstract: Cycloaddition Reactions of Aldimines of 1,5-Ketoaldehydes. Applications in the Synthesis of Polycyclic Nitrogen Heterocycles.
โœ Ronald Grigg; Mark Thornton-Pett; Gnanamoly Yoganathan ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 35 KB ๐Ÿ‘ 1 views

Cycloaddition Reactions of Aldimines of 1,5-Ketoaldehydes. Applications in the Synthesis of Polycyclic Nitrogen Heterocycles. -Treatment of aldimines of 1,5-ketoaldehydes with methyl acrylate in the presence of AgOAc/DBU or LiBr/DBU results in formation of pyrrole derivatives. Subsequent acid-catal