Michael addition of enantiopure N-acetoacetyl-oxazolidin-2-ones is shown to take place in the presence of catalytic amounts of Eu+3 salts and complexes in high yields, very reduced reaction times, and moderate diastereoselectivity. The level of diastereoselectivity can be significantly enhanced by the suitable exploitation of the easy epimerization of the adducts in the presence of silica gel.
Easy approach to chiral Michael adducts by Eu+3-catalyzed conjugate addition
DE ROSA, Margherita;PALOMBI, Laura;ACOCELLA, MARIA ROSARIA;SORIENTE, Annunziata;SCETTRI, Arrigo
2003-01-01
Abstract
Michael addition of enantiopure N-acetoacetyl-oxazolidin-2-ones is shown to take place in the presence of catalytic amounts of Eu+3 salts and complexes in high yields, very reduced reaction times, and moderate diastereoselectivity. The level of diastereoselectivity can be significantly enhanced by the suitable exploitation of the easy epimerization of the adducts in the presence of silica gel.File in questo prodotto:
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