Abstract:
A stereospecific synthesis of 4,8-dimethylspiro(4,5)-deca-7-ene-1,6-dione from 4,7-dimethylcoumarine in high yield is reported. The configuration of this product is established according to its 1 H NMR and 13 C NMR data. © 1983, Walter de Gruyter. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | Stereospecific Synthesis of 4,8-Dimethylspiro(4, 5)-deca-7-ene-1,6-dione a Synthetic Route to the Acoranes |
Autor: | Michelotti, E.L.; Sanchez+, E.L. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales Universidad de Buenos Aires, Ciudad Universitaria, Pabellón II, 1428 Buenos Aires, Argentina, Argentina
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Palabras clave: | Acoranes; Polyphosphoric Acid; Spirocyclisation |
Año: | 1983
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Volumen: | 38
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Número: | 4
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Página de inicio: | 497
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Página de fin: | 500
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DOI: |
http://dx.doi.org/10.1515/znb-1983-0417 |
Título revista: | Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
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Título revista abreviado: | Z. Naturforsch. Sect. B J. Chem. Sci.
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ISSN: | 09320776
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09320776_v38_n4_p497_Michelotti |
Referencias:
- McCrae, D.A., Dolby, L., (1977) J. Org. Chem, 42, p. 1607. , For synthetic work aimed at the synthesis of these sesquiterpenes see
- Martin, S.F., Chou, T.-S., (1978) J. Org. Chem, 43, p. 1027
- Wenkert, E., (1978) J. Am. Chem. Soc, 100, p. 1267
- Marshell, J.A., Brady, S.F., Anderson, H., (1974) Fortschr. Chem. Org. Naturst, 31, p. 283. , and references therein. For a review see
- Gerbach, H., Huller, W., (1972) Angew. Chem. Int. Ed. Engl, p. 1030
- Jackson, C.A., Young, K.H., (1974) J. Org. Chem, 39, p. 1318
- Fries, K., Klostermann, W., (1906) Ber, 39, p. 871
- Sethna, S., Phadke, R., (1953) Organic Reactions, 7, p. 1. , and, R. Adarus (ed.):, John Wiley and Sons Inc., New York
- Clark Still, W., Jr., Goldsmith, D.J., (1970) J. Org. Chem, 35, p. 2282
- Michelotti, E.L., Sanchez, E.L., An. Asoc. Quim. Argent, , in press
- Marx, J.N., Norman, L.R., (1975) J. Org. Chem, 40, p. 1602
- Tomita, B., Hirose, Y., (1970) Tetrahedron Lett, p. 143
- Tomita, B., Isono, T., Hirose, Y., (1970) Tetrahedron Lett., p. 1371. , and
- Brown, H.C., Krishnamurphy, S., (1982) J. Org. Chem, 47, p. 276. , 1Reprint requests to E. L. Michelotti
Citas:
---------- APA ----------
Michelotti, E.L. & Sanchez+, E.L.
(1983)
. Stereospecific Synthesis of 4,8-Dimethylspiro(4, 5)-deca-7-ene-1,6-dione a Synthetic Route to the Acoranes. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 38(4), 497-500.
http://dx.doi.org/10.1515/znb-1983-0417---------- CHICAGO ----------
Michelotti, E.L., Sanchez+, E.L.
"Stereospecific Synthesis of 4,8-Dimethylspiro(4, 5)-deca-7-ene-1,6-dione a Synthetic Route to the Acoranes"
. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences 38, no. 4
(1983) : 497-500.
http://dx.doi.org/10.1515/znb-1983-0417---------- MLA ----------
Michelotti, E.L., Sanchez+, E.L.
"Stereospecific Synthesis of 4,8-Dimethylspiro(4, 5)-deca-7-ene-1,6-dione a Synthetic Route to the Acoranes"
. Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, vol. 38, no. 4, 1983, pp. 497-500.
http://dx.doi.org/10.1515/znb-1983-0417---------- VANCOUVER ----------
Michelotti, E.L., Sanchez+, E.L. Stereospecific Synthesis of 4,8-Dimethylspiro(4, 5)-deca-7-ene-1,6-dione a Synthetic Route to the Acoranes. Z. Naturforsch. Sect. B J. Chem. Sci. 1983;38(4):497-500.
http://dx.doi.org/10.1515/znb-1983-0417