Easy approach to chiral Michael adducts by Eu+3-catalyzed conjugate addition.
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.
De Rosa
Margherita
M
Dipartimento di Chimica, Università degli Studi di Salerno, Baronissi (SA), Italy.
Palombi
Laura
L
Acocella
Maria Rosaria
MR
Fruilo
Marina
M
Villano
Rosaria
R
Soriente
Annunziata
A
Scettri
Arrigo
A