Synthesis of Azaspiro Ketones via Ring Contraction of Heterocyclic Enamino Esters

Journal of Organic Chemistry

Volumn 47, Issue 9, 1982, Pages 1688-1691

  Duhamel, Pierre ^a   Kotera, Mitsuharu ^a  

^a UNIVERSITÉ DE ROUEN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001141109     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00348a015     Document Type: Article

References (9)

1. Duhamel, L.; Poirier, J. M.; Granger, P. J. Org. Chem. 1979, 44, 3576.
2. 4 with modest yields was reported: Sindberg, R. J.; Walters, C. P.; Bloom, J. D. J. Org. Chem. 1981, 46, 3730.
3. Gompper, R.; Elser, W. “Organic Syntheses”; Wiley: New York, 1973; Collect. Vol. V, p 780.
4. Gompper, R.; Eber, W. Justus Liebigs Ann. Chem. 1969, 785, 64, 73.
5. In the case of the Wittig reaction with 5b, the formation of another unsaturated diester, 17, was observed. This byproduct was due to the[formula omited] impurety of the Wittig reagent 6 and was eventually eliminated by previous purification of the reagent. An analogous rearrangement was reported: Font, J.; March, P. Tetrahedron Lett. 1978, 360.
6. Mozingo, R. “Organic Syntheses”; Wiley: New York, 1955; Collect. Vol. III, 181.
7. Wenkert, E.; Dave, K. G.; Haglid, F.; Lewis, R. G.; Oishi, T.; Stevens, R. V.; Terashima, M. J. Org. Chem. 1968, 33, 747.
8. Howe, R. K. J. Am. Chem. Soc. 1971, 93, 3457.
9. Krapcho, A. P.; Lovey, A. J. Tetrahedron Lett. 1973, 957.