Enantiomerically pure Diels-Alder cycloadducts from aldohexose-derived dihydropyranones

The thermal and Et 2O·BF 3-catalyzed Diels-Alder additions of 2,3-dimethylbutadiene and cyclopentadiene to (2S,6S)-6- acetoxymethyl-2-(2-propyloxy)-2H-pyran-3(6H)-one 1, derived from d-galactose, afforded the corresponding enantiomerically pure tetrahydrobenzopyrones resulting from the addition of t...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Iriarte Capaccio, C.A., Varela, O.
Formato:	JOUR
Materias:	1,3 butadiene 6 acetoxymethyl 2 (2 propyloxy) 2h pyran 3(6h) one 6 methyl 2 (2 propyloxy) 2h pyran 3(6h) one aldohexose alkadiene cyclopentadiene derivative galactose hexose ketone derivative Lewis acid pyran derivative unclassified drug addition reaction article carbon nuclear magnetic resonance catalysis cycloaddition diastereoisomer Diels Alder reaction enantiomer nuclear magnetic resonance spectroscopy nuclear Overhauser effect priority journal thin layer chromatography ultraviolet spectroscopy
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_09574166_v15_n19_p3023_IriarteCapaccio
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

Ejemplares similares

Enantiomerically pure Diels-Alder cycloadducts from aldohexose-derived dihydropyranones
Publicado: (2004)

Stereocontrolled Diels - Alder cycloadditions of sugar-derived dihydropyranones with dienes
por: Iriarte Capaccio, Christian Ariel, et al.
Publicado: (2002)

Stereocontrolled Diels - Alder cycloadditions of sugar-derived dihydropyranones with dienes
por: Iriarte Capaccio, C.A., et al.

Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones
por: Nin, Alejandro Pablo, et al.
Publicado: (1991)

Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones
por: Nin, A., et al.

Influence of Lewis acids on the facial selectivity in cycloadditions of sugar-derived dihydropyranones
por: Iriarte Capaccio, Christian Ariel, et al.
Publicado: (2003)

Influence of Lewis acids on the facial selectivity in cycloadditions of sugar-derived dihydropyranones
por: Iriarte Capaccio, C.A., et al.

Sugar-derived 2-S-substituted-2H-pyran-3(6H)-ones: Synthesis and reactivity
por: Varela, Oscar José
Publicado: (2005)

Sugar-derived 2-S-substituted-2H-pyran-3(6H)-ones: Synthesis and reactivity
por: Capaccio, C.A.I., et al.

Synthesis of optically active 2-alkoxy-2H-pyran-3(6H)-ones. Their use as dienophiles in Diels-Alder cycloadditions
por: Iriarte Capaccio, Christian Ariel, et al.
Publicado: (2001)

Synthesis of optically active 2-alkoxy-2H-pyran-3(6H)-ones. Their use as dienophiles in Diels-Alder cycloadditions
por: Iriarte Capaccio, C.A., et al.

Syntheses of |6‐2h|‐indole, |6‐2h|‐gramine and |6‐3h|‐gramine
por: Ghini, Alberto Antonio, et al.
Publicado: (1986)

Syntheses of |6‐2h|‐indole, |6‐2h|‐gramine and |6‐3h|‐gramine
por: Ghini, A.A., et al.

Reactions of Diels-Alder adducts of a sugar-derived dihydropyranone leading to fused polycyclic compounds
por: Varela, Oscar José
Publicado: (2004)

Reactions of Diels-Alder adducts of a sugar-derived dihydropyranone leading to fused polycyclic compounds
por: Capaccio, C.A.I., et al.

Fiscal Policy in the United States: Automatic Stabilizers, Discretionary Fiscal Policy Actions, and the Economy
por: Follette, Glenn, et al.
Publicado: (2010)

Preparation and cytotoxicity toward cancer cells of mono(arylimino) derivatives of β-lapachone
por: Di Chenna, Pablo Héctor, et al.
Publicado: (2001)

Preparation and cytotoxicity toward cancer cells of mono(arylimino) derivatives of β-lapachone
por: Di Chenna, P.H., et al.

Design, synthesis, and biological evaluation of new growth inhibitors of Trypanosoma cruzi (epimastigotes)
por: Schvartzapel, Andrea Judith, et al.
Publicado: (1997)

Design, synthesis, and biological evaluation of new growth inhibitors of Trypanosoma cruzi (epimastigotes)
por: Schvartzapel, A.J., et al.

Ternary Hydrotalcites in the Multicomponent Synthesis of 4H-Pyrans
por: Nope Vargas, Eliana Rocío, et al.
Publicado: (2020)

1H and 13C spectral assignment of substituted 5H-[1,3]thiazolo[2,3-b]quinazolin-5-one and 12H-[1,3]benzothiazolo[2,3-b] quinazolin-12-one
por: Fascio, Mirta Liliana
Publicado: (2009)

1H and 13C spectral assignment of substituted 5H-[1,3]thiazolo[2,3-b]quinazolin-5-one and 12H-[1,3]benzothiazolo[2,3-b] quinazolin-12-one
por: Docampo Palacios, M.L., et al.

Aryloxyethyl thiocyanates are potent growth inhibitors of Trypanosoma cruzi and Toxoplasma gondii
Publicado: (2015)

Aryloxyethyl thiocyanates are potent growth inhibitors of Trypanosoma cruzi and Toxoplasma gondii
por: Chao, M.N., et al.

Enzymic synthesis of 6-deoxy-α-D-glucopyranosyl α-D-glucopyranoside and α-D-xylopyranosyl α-D-glucopyranoside
por: Belocopitow, Enrique, et al.
Publicado: (1971)

Enzymic synthesis of 6-deoxy-α-D-glucopyranosyl α-D-glucopyranoside and α-D-xylopyranosyl α-D-glucopyranoside
por: Belocopitow, E., et al.

Government Fiscal and Real Economy Responses to the Crises: Automatic Stabilisers versus Automatic Stabilisation
por: Fischer, Jonas, et al.
Publicado: (2010)

Synthesis of mesoporous Ca-MCM catalysts and their use in suitable multicomponent synthesis of polyfunctionalized pyrans
por: Nope Vargas, Eliana Rocío, et al.
Publicado: (2017)

Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds
por: Bonesi, Sergio Mauricio, et al.
Publicado: (2006)

Photo-Fries rearrangement of carbazol-2-yl sulfonates: Efficient tool for the introduction of sulfonyl groups into polycyclic aromatic compounds
por: Crevatín, L.K., et al.

Development of β-Lapachone prodrugs for therapy against human cancer cells with elevated NAD(P)H:quinone oxidoreductase 1 levels
por: Burton, Gerardo
Publicado: (2005)

Development of β-Lapachone prodrugs for therapy against human cancer cells with elevated NAD(P)H:quinone oxidoreductase 1 levels
por: Reinicke, K.E., et al.
Publicado: (2005)

Development of β-Lapachone prodrugs for therapy against human cancer cells with elevated NAD(P)H:quinone oxidoreductase 1 levels
por: Reinicke, K.E., et al.

Synthesis and electronic spectroscopy of bromocarbazoles. Direct bromination of N- and C-substituted carbazoles by N-bromosuccinimide or a N-bromosuccinimide/silica gel system
por: Bonesi, Sergio Mauricio, et al.
Publicado: (2006)

Synthesis and electronic spectroscopy of bromocarbazoles. Direct bromination of N- and C-substituted carbazoles by N-bromosuccinimide or a N-bromosuccinimide/silica gel system
por: Ponce, M.B., et al.

Ruthenium(II) bipyridyl complexes as photolabile caging groups for amines
por: Zayat, Leonardo Martin, et al.
Publicado: (2006)

Ruthenium(II) bipyridyl complexes as photolabile caging groups for amines
por: Zayat, L., et al.

Spectroscopy and thermal decay of a photomerocyanine in mixtures of polar and nonpolar solvents
Publicado: (1999)

Spectroscopy and thermal decay of a photomerocyanine in mixtures of polar and nonpolar solvents
por: Wetzler, D.E., et al.