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Abstract:

On the basis of Altona's empirical generalization of the Karplus equation, an expression of 3JH,H as function of pseudorotation parameters for five-membered rings, was deduced. The resulting equation was parametrized by means of molecular mechanics calculations for tetrahydrofuran and tetrahydrothiophene. Estimation of 3JH,H for the full pseudorotational itinerary was made. From the best fit between calculated and measured 3JH,H values the preferred conformation of those rings may be established. The procedure was applied for the conformational analysis of 4-thiohexofuranose derivatives, having α and β, D-galacto and D- manno, and α-D-talo configurations. © 1990.

Registro:

Documento: Artículo
Título:Pseudorotational analysis of 4-thiohexofuranose derivatives from 1H-1H coupling constants
Autor:Cicero, D.; Varela, O.
Filiación:Dep. Quim. Orgánica Fac. Ciencias Exactas y Naturales, Univ. Buenos Aires, Ciudad Universitaria, Pabellon II, 1428 Buenos Aires, Argentina
Palabras clave:sugar; article; drug structure; nuclear magnetic resonance; thermodynamics
Año:1990
Volumen:46
Número:24
Página de inicio:8019
Página de fin:8024
DOI: http://dx.doi.org/10.1016/S0040-4020(01)81458-7
Título revista:Tetrahedron
Título revista abreviado:Tetrahedron
ISSN:00404020
CODEN:TETRA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v46_n24_p8019_Cicero

Referencias:

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Citas:

---------- APA ----------
Cicero, D. & Varela, O. (1990) . Pseudorotational analysis of 4-thiohexofuranose derivatives from 1H-1H coupling constants. Tetrahedron, 46(24), 8019-8024.
http://dx.doi.org/10.1016/S0040-4020(01)81458-7
---------- CHICAGO ----------
Cicero, D., Varela, O. "Pseudorotational analysis of 4-thiohexofuranose derivatives from 1H-1H coupling constants" . Tetrahedron 46, no. 24 (1990) : 8019-8024.
http://dx.doi.org/10.1016/S0040-4020(01)81458-7
---------- MLA ----------
Cicero, D., Varela, O. "Pseudorotational analysis of 4-thiohexofuranose derivatives from 1H-1H coupling constants" . Tetrahedron, vol. 46, no. 24, 1990, pp. 8019-8024.
http://dx.doi.org/10.1016/S0040-4020(01)81458-7
---------- VANCOUVER ----------
Cicero, D., Varela, O. Pseudorotational analysis of 4-thiohexofuranose derivatives from 1H-1H coupling constants. Tetrahedron. 1990;46(24):8019-8024.
http://dx.doi.org/10.1016/S0040-4020(01)81458-7