C<inf>2</inf>-symmetric enantiopure bis-α,β-butenolides as diastereoselective substrates in ethylene photocycloaddition

Pedro De March, Marta Figueredo, Josep Font, Javier Raya

Producción científica: Contribución a una revistaArtículoInvestigaciónrevisión exhaustiva

15 Citas (Scopus)

Resumen

Several C2-symmetric bis-α,β-butenolides have been synthesised starting from D-mannitol. Their [2+2]-photocycloaddition to ethylene has been studied as a model reaction to evaluate the influence of the protecting groups of the central diol system on the facial diastereoselectivity. The trimethylsilyl derivative shows the highest selectivity. The bis-cyclobutane containing products have been converted into the enantiopure adducts of γ- hydroxymethyl-α,β-butenolide and ethylene.
Idioma originalInglés
Páginas (desde-hasta)2205-2208
PublicaciónTetrahedron Letters
Volumen40
N.º11
DOI
EstadoPublicada - 12 mar 1999

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