Abstract:
Preparation of chiral heterocyclic compounds of the thiadiazoline types, starting from natural terpenones such as fenchone, camphor and menthone, is described. Stereochemical assignment of the compounds synthesized was performed by NMR spectroscopy and X-ray analysis.
Registro:
Documento: |
Artículo
|
Título: | Behavior of thiosemicarbazones derived from some terpenones under acetylating conditions |
Autor: | Brousse, B.N.; Moglioni, A.G.; Alho, M.M.; Álvarez-Larena, Á.; Moltrasio, G.Y.; D'Accorso, N.B. |
Filiación: | Dpto. de Qca. Orgánica, Facultad de Farmacia y Bioquimica, Universidad de Buenos Aires, Argentina Dpto. de Qca. Orgánica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina Unitat de Cristal.lografia, Universitat Autonoma de Barcelona, 08193 Bellaterra, Barcelona, Spain
|
Palabras clave: | Asymmetric spiro-heterocyclic compounds; Terpenones; Thiadiazolines; Thiosemicarbazones; 1,3,3 trimethyl 2 norcamphanone; camphor; heterocyclic compound; menthone; n [aza(1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene)methyl]acetamide; terpene derivative; thiadiazoline derivative; thiosemicarbazone derivative; unclassified drug; acetylation; article; carbohydrate synthesis; carbon nuclear magnetic resonance; chirality; proton nuclear magnetic resonance; stereochemistry; structure analysis; X ray diffraction |
Año: | 2002
|
Volumen: | 2002
|
Número: | 10
|
Página de inicio: | 14
|
Página de fin: | 23
|
Título revista: | Arkivoc
|
Título revista abreviado: | Arkivoc
|
ISSN: | 14246376
|
CAS: | 1,3,3 trimethyl 2 norcamphanone, 1195-79-5; camphor, 464-49-3, 76-22-2, 8008-51-3; menthone, 10458-14-7, 8014-79-7, 89-80-5
|
PDF: | https://bibliotecadigital.exactas.uba.ar/download/paper/paper_14246376_v2002_n10_p14_Brousse.pdf |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2002_n10_p14_Brousse |
Referencias:
- Popov, S.A., Denisov, A.Y., Gatilov, Y.V., Bagryanskaya, I.Y., Tkachev, A.V., (1994) Tetrahedron Asymmetry, 5, p. 479
- Martins Alho, M.A., Moglioni, A.G., Brousse, B., Moltrasio Iglesias, G.Y., D'Accorso, N.B., (2000) Arkivoc, 1 (4), p. 627. , hptt://www.arkat.org/journal/Issue4/ms0062/ms0062.htm
- Blumenkopf, T.A., Harrington, J.A., Koble, C.S., Bankston, D.D., Morrison Jr., R.W., Bigham, E.C., Styles, V.L., Spector, T., (1992) Journal of Medicinal Chemistry, 35, p. 2306
- Sidwell, R.W., Huffman, J.H., Schafer, T.W., Shipman, C., (1990) Chemotherapy, 36, p. 58
- Teitz, Y., Ronen, D., Vansover, A., Stematsky, T., Riggs, J.L., (1994) Antiviral Research, 24, p. 305
- Ali, S., Alam, M., (1994) Archives of Pharmaceutical Research, 17, p. 131
- Martins Alho, M.A., D'Accorso, N.B., (2000) J. Heterocyclic Chem., 37, p. 811
- Martins Alho, M.A., D'Accorso, N.B., (2000) Carbohydr. Res., 328, p. 481
- Oppolzer, W., (1987) Tetrahedron, p. 1969
- Aitken, R.A., Kilényi, S.N., (1992) Asymmetric Synthesis, , Blackie Academic & Professional, Glasgow
- Somogyi, L., (1991) Liebigs Ann. Chem., p. 1267
- Gamble, D.L., Hems, W.P., Ridge, B., (2001) J. Chem. Soc., Perkin Trans. I, p. 248
- Shamsuzzaman, M.A., Anwar, S., (1998) J. Chem. Res., p. 824
- Sheldrick, G.M., SHELXS-86 (1985) Crystallographic Computing 3, , Sheldrick, G. M.; Krüger, C.; Goddard R., Oxford University Press: Oxford
- Sheldrick, G.M., (1997) SHELXL-97. Program for the Refinement of Crystal Structures, , Göttingen
Citas:
---------- APA ----------
Brousse, B.N., Moglioni, A.G., Alho, M.M., Álvarez-Larena, Á., Moltrasio, G.Y. & D'Accorso, N.B.
(2002)
. Behavior of thiosemicarbazones derived from some terpenones under acetylating conditions. Arkivoc, 2002(10), 14-23.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2002_n10_p14_Brousse [ ]
---------- CHICAGO ----------
Brousse, B.N., Moglioni, A.G., Alho, M.M., Álvarez-Larena, Á., Moltrasio, G.Y., D'Accorso, N.B.
"Behavior of thiosemicarbazones derived from some terpenones under acetylating conditions"
. Arkivoc 2002, no. 10
(2002) : 14-23.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2002_n10_p14_Brousse [ ]
---------- MLA ----------
Brousse, B.N., Moglioni, A.G., Alho, M.M., Álvarez-Larena, Á., Moltrasio, G.Y., D'Accorso, N.B.
"Behavior of thiosemicarbazones derived from some terpenones under acetylating conditions"
. Arkivoc, vol. 2002, no. 10, 2002, pp. 14-23.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2002_n10_p14_Brousse [ ]
---------- VANCOUVER ----------
Brousse, B.N., Moglioni, A.G., Alho, M.M., Álvarez-Larena, Á., Moltrasio, G.Y., D'Accorso, N.B. Behavior of thiosemicarbazones derived from some terpenones under acetylating conditions. Arkivoc. 2002;2002(10):14-23.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2002_n10_p14_Brousse [ ]