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
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; Valentin, Ennio; Zangrando, Ennio; S., Morganti; E., Rizzato; D., Spinelli; G., Petrillo. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 62:(2006), pp. 8787-8791. [10.1016/j.tet.2006.06.106]
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;VALENTIN, ENNIO;ZANGRANDO, ENNIO;
2006-01-01
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 givenPubblicazioni consigliate
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