Synthesis of 2,3- or 1,2-unsaturated derivatives of 2-deoxy-2-trifluoromethylhexopyranoses.
Carbohydr Res
; 339(10): 1833-7, 2004 Jul 12.
Article
en En
| MEDLINE
| ID: mdl-15220096
The attempted conversion, by treatment with CsF/TBFA in MeCN, of acetylated derivatives of 2-chlorodifluoromethyl-2-deoxyhexopyranoses into their corresponding 2-trifluoromethyl derivatives was always accompanied by an elimination reaction. Thus, representative educts with the D-gluco- and D-manno-configuration gave derivatives of 2,3-dideoxy-2-trifluoromethyl-D-erythro-hex-2-enopyranose and 1,5-anhydro-2-deoxy-2-trifluoromethyl-d-arabino-hex-1-enitol, respectively. X-ray analyses are given for 1,3,4,6-tetra-O-acetyl-2-chlorodifluoromethyl-2-deoxy-alpha-D-mannopyranose and 4,6-di-O-acetyl-2,3-dideoxy-2-trifluoromethyl-alpha-D-erythro-hex-2-enopyranose.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Piranos
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Desoxiazúcares
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Carbohidratos
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Cianuros
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Fluorenos
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Glicósidos
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Metano
Idioma:
En
Revista:
Carbohydr Res
Año:
2004
Tipo del documento:
Article
País de afiliación:
Alemania
Pais de publicación:
Países Bajos