Tetrahedron Letters p. 6893 - 6896 (1997)
Update date:2022-08-03
Topics: Regioselectivity Yield NMR spectroscopy Steric hindrance Chromatography Kinetics Diels-Alder Reaction Solvent Effects Substituent Effects Stereoselectivity Cycloaddition Retro-Diels-Alder Reaction Dienophile Lewis Acid Catalysis Diene π-stacking Pericyclic reaction Thermal activation Conjugated system Electron-Donating Group (EDG) Electron-Withdrawing Group (EWG) HOMO-LUMO interaction Endo/exo selectivity
Adeva, Marta
Caballero, Esther
Garcia, Francine
Medarde, Manuel
Sahagun, Heidi
Tome, Fernando
The synthesis of 1-(3,4,5-trimethoxyphenyl)-3-trialkylsiloxy-1,3-butadienes and their Diels-Alder reaction with selected dienophiles at room temperature is described. These aryldienes are useful building blocks for the synthesis of natural and pharmacological active products, as has been shown by the preparation of a tetracyclic ketone needed for the synthesis of new anthracycline analogues.
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Doi:10.1016/S0957-4166(97)00373-X
(1997)Doi:10.1002/cber.19971301006
(1997)Doi:10.1021/jo01257a002
(1969)Doi:10.1016/S0968-0896(97)00089-8
(1997)Doi:10.1016/j.poly.2006.06.031
(2007)Doi:10.1039/a702935g
(1997)
