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Abstract:

(+)-Neplanocin F ((+)-5), a minor component of the neplanocin family of antibiotics was enantioselectively synthesized starting from D-ribono-1,4-lactone via a convergent approach in 14 steps. This synthetic approach employed a regioselective protection of a secondary allylic hydroxyl group over a homoallylic one as key step. © 2002 Elsevier Science Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Enantioselective synthesis of (+)-neplanocin F
Autor:Comin, M.J.; Leitofuter, J.; Rodríguez, J.B.
Filiación:Departamento De Química Orgánica, Facultad De Ciencias Exactas Y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Palabras clave:Ampullariella regularis; Carbocyclic; Neplanocin; Nucleoside; allyl compound; antibiotic agent; dextro ribono 1,4 lactone; hydroxyl group; lactone derivative; neplanocin f; unclassified drug; article; carbon nuclear magnetic resonance; drug structure; drug synthesis; enantioselectivity; priority journal; proton nuclear magnetic resonance; stereochemistry; Actinoplanes; Actinoplanes regularis
Año:2002
Volumen:58
Número:16
Página de inicio:3129
Página de fin:3136
DOI: http://dx.doi.org/10.1016/S0040-4020(02)00287-9
Título revista:Tetrahedron
Título revista abreviado:Tetrahedron
ISSN:00404020
CODEN:TETRA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v58_n16_p3129_Comin

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Citas:

---------- APA ----------
Comin, M.J., Leitofuter, J. & Rodríguez, J.B. (2002) . Enantioselective synthesis of (+)-neplanocin F. Tetrahedron, 58(16), 3129-3136.
http://dx.doi.org/10.1016/S0040-4020(02)00287-9
---------- CHICAGO ----------
Comin, M.J., Leitofuter, J., Rodríguez, J.B. "Enantioselective synthesis of (+)-neplanocin F" . Tetrahedron 58, no. 16 (2002) : 3129-3136.
http://dx.doi.org/10.1016/S0040-4020(02)00287-9
---------- MLA ----------
Comin, M.J., Leitofuter, J., Rodríguez, J.B. "Enantioselective synthesis of (+)-neplanocin F" . Tetrahedron, vol. 58, no. 16, 2002, pp. 3129-3136.
http://dx.doi.org/10.1016/S0040-4020(02)00287-9
---------- VANCOUVER ----------
Comin, M.J., Leitofuter, J., Rodríguez, J.B. Enantioselective synthesis of (+)-neplanocin F. Tetrahedron. 2002;58(16):3129-3136.
http://dx.doi.org/10.1016/S0040-4020(02)00287-9