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Abstract:

The usefulness of aldonolactones as chiral templates is shown in the synthesis of varied asymmetric molecules. For example, enantiomerically pure 4-thio-D-ribono and 4-thio-L-lyxono-1,4-lactones have been respectively synthesized from D-gulono- and D-ribono-1,4-lactones. Seven carbon 1,3-polyol chains have been enantioselectively obtained from D-glycero-D-gulo-heptono-1,4-lactone via chiral furanone derivatives. Also, furanones and pyranones derived from D-glucosaminic acid were employed as intermediates in the synthesis of hydroxy amino acids, such as cis-4-hydroxypipecolic acid and (2S,4S,5R)-4,5,6-trihydroxynorleucine.

Registro:

Documento: Artículo
Título:Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids
Autor:Varela, O.
Filiación:Depto. Quim. Orgánica, Fac. Ciencias Exactas y Naturales, Pabellón 2-Cd. Universitaria, 1428-Buenos Aires, Argentina
Año:1997
Volumen:69
Número:3
Página de inicio:621
Página de fin:626
DOI: http://dx.doi.org/10.1351/pac199769030621
Título revista:Pure and Applied Chemistry
Título revista abreviado:Pure Appl. Chem.
ISSN:00334545
CODEN:PACHA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00334545_v69_n3_p621_Varela

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Citas:

---------- APA ----------
(1997) . Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids. Pure and Applied Chemistry, 69(3), 621-626.
http://dx.doi.org/10.1351/pac199769030621
---------- CHICAGO ----------
Varela, O. "Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids" . Pure and Applied Chemistry 69, no. 3 (1997) : 621-626.
http://dx.doi.org/10.1351/pac199769030621
---------- MLA ----------
Varela, O. "Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids" . Pure and Applied Chemistry, vol. 69, no. 3, 1997, pp. 621-626.
http://dx.doi.org/10.1351/pac199769030621
---------- VANCOUVER ----------
Varela, O. Aldonolactones as chiral templates in the synthesis of thiolactones, 1,3-polyols and hydroxy amino acids. Pure Appl. Chem. 1997;69(3):621-626.
http://dx.doi.org/10.1351/pac199769030621