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Condensed 2-pyrrolidinone-1,2-oxazines from lithium enolate of 1-benzyl-5-oxo-3-pyrrolidinecarboxylic acid and beta-aryl,beta-nitroenamines

FELLUGA, FULVIA
•
GOMBAC, VALENTINA
•
PITACCO, GIULIANA
altro
G. PETRILLO
2006
  • journal article

Periodico
TETRAHEDRON
Abstract
The reaction of the lithium enolate of 1-benzyl-5-oxo-3-pyrrolidinecarboxylic acid 3 with a series of b-aryl, beta-nitroenamines unexpectedly afforded 6-aryl-2-benzyl-4-oxa-1-oxo-3a-methoxycarbonyl-2,5-diazaindenes 9a–d, whose structure was determined by analytical and NMR spectroscopical analysis. The structure of 9b was further confirmed by X-ray analysis. A reasonable mechanism for their formation is given
DOI
10.1016/j.tet.2006.06.106
WOS
WOS:000240125800015
Archivio
http://hdl.handle.net/11368/1702468
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-33746550350
Diritti
metadata only access
Soggetti
  • gamma-Lactam

  • beta-Nitroenamine

  • Michael addition

  • Intramolecular redox ...

  • Electrocyclic reactio...

  • Condensed 1

  • 2-oxazines

Web of Science© citazioni
3
Data di acquisizione
Mar 14, 2024
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