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ChemInform Abstract: The Generation and Cycloaddition of 2-Azaallyl Anions and Azomethine Ylides from a Common Precursor. A Novel Synthesis of Indolizidines and Other Heterocycles.

✍ Scribed by W. H. PEARSON; Y. MI

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199744131

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✦ Synopsis

The Generation and Cycloaddition of 2-Azaallyl Anions and Azomethine Ylides from a Common Precursor.

A Novel Synthesis of Indolizidines and Other Heterocycles.

-Inter-or intramolecular N-alkylation of (azaallyl)stannanes or -silanes generates nonstabilized azomethine analogues which undergo cycloadditions with either electron-poor or electron-rich dipolarophiles to give the products shown. Some classical dipolarophiles, for example ethyl vinyl ether, norbornene, phenylacetylene etc., fail to react. -(

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