Sugar-derived 2-S-substituted-2H-pyran-3(6H)-ones: Synthesis and reactivity

A practical procedure for the preparation of chiral 2-S-substituted-2H- pyran-3(6H)-ones is described. According to the reaction conditions, 1,5-anhydro-2,3,4-tri-O-acetyl-d-threo-pent-1-enitol (1) reacted with thiophenol under Lewis acid catalysis to afford the polysubstitution product 1,5-anhydro-...

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Detalles Bibliográficos
Autores principales: Capaccio, C.A.I., Varela, O.
Formato: JOUR
Materias:
Dihydropyranone
Glycosylations
Iodine
Lewis acids
Thiols
Catalysis
Reduction
Substitution reactions
Synthesis (chemical)
Polysubstitution
Sugar (sucrose)
1,5 anhydro 2,3,4 tri o acetyl dextro threo pent 1 enitol
1,5 anhydro 2,3,4 tri s phenyl 2,3,4 trithio dextro,levo threo pent 1 enitol
2 benzylthio 2h pyran 3(6h) one
2 phenylthio 2h pyran pyran 3(6h) one
acetonitrile
alcohol derivative
carbonyl derivative
iodine
Lewis acid
phenyl 2,4 di o acetyl 3 deoxy 1 thio alpha dextro glyceropent 2 enopyranoside
phenyl 2,4 di o acetyl 3 deoxy 1 thio beta dextro glyceropent 2 enopyranoside
pyran derivative
pyranoside
sugar
thiol derivative
thiophenol
unclassified drug
article
catalysis
chirality
cycloaddition
enantiomer
priority journal
stereochemistry
synthesis
Pentoses
Phenols
Pyrans
Stereoisomerism
Sulfhydryl Compounds
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00086215_v340_n13_p2104_Capaccio
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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