Synthesis of optically active 2-alkoxy-2H-pyran-3(6H)-ones. Their use as dienophiles in Diels-Alder cycloadditions

Optically active 2-alkoxy-2H-pyran-3(6H)-ones (4a-d) were synthesized in one step by the tin(IV) chloride-promoted glycosylation and rearrangement of the 2-acetoxy-3,4-di-O-acetyl-D-xylal (3) prepared from D-xylose (1). The absolute configuration of the new stereocenter at C-2 was determined by chem...

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Detalles Bibliográficos
Autores principales:	Iriarte Capaccio, C.A., Varela, O.
Formato:	JOUR
Materias:	Epimerization Alkalinity Nuclear magnetic resonance Tin compounds Ytterbium Synthesis (chemical) 1,3 butadiene derivative carbohydrate pyran derivative pyranoside xylose ytterbium acetylation article chemical structure diastereoisomer enantiomer proton nuclear magnetic resonance stereochemistry synthesis Acetylation Cyclization Indicators and Reagents Magnetic Resonance Spectroscopy Pyrans Stereoisomerism
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_00223263_v66_n26_p8859_IriarteCapaccio
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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