Cleavage of β-ketoesters via iminyl radicals - Application in the synthesis of a spirolactone

Synthetic Communications

Volumn 27, Issue 2, 1997, Pages 323-330

  Sridar, V ^a   Babu, G ^a  

^a CENTRAL LEATHER RESEARCH INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTANE DERIVATIVE; LACTONE DERIVATIVE; SPIRO COMPOUND;

ARTICLE; DRUG SYNTHESIS; GAS CHROMATOGRAPHY; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0030969355     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708005035     Document Type: Article

References (10)

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3. b) Poutsma, M.L., Ibraria, P.A. J.Org.Chem,1969,34,2848.
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6. Beckwith has reported an intramolecular addition followed by β-scission of the iminyl radical thus generated in situ. Our method involves specific generation of iminyl radical and its chemistry. a) Beckwith, A.L.J.; O'Shea, D.M.; Gerba, S.; Westwood, S.W. J.Chem.Soc.Chem. Commun. 1987,666-667. b) Beckwith, A.L.J.; O'Shea, D.M.; Gerba, S.; Westwood, S.W. J.Chem.Soc.Chem. Commun. 1988 110,2565-2575.
7. Beckwith has reported an intramolecular addition followed by β-scission of the iminyl radical thus generated in situ. Our method involves specific generation of iminyl radical and its chemistry. a) Beckwith, A.L.J.; O'Shea, D.M.; Gerba, S.; Westwood, S.W. J.Chem.Soc.Chem. Commun. 1987,666-667. b) Beckwith, A.L.J.; O'Shea, D.M.; Gerba, S.; Westwood, S.W. J.Chem.Soc.Chem. Commun. 1988 110,2565-2575.
8. a) Korman, J. J.Org.Chem.1958,23,1768.
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10. Boivin, J., Schiano, A.M., Zard, S.Z. Tetrahedron Lett. 1994,35,249.