The highly selective cross-aldol addition of hydroxyacetone (HA) to p-nitro and m-nitrobenzaldehyde is reported; the reaction is catalyzed by three different di- or tripeptides all containing D-Pro in the N-terminal position and one or two residues of 3-homophenylglycine (beta3-hPhg): H-D-Pro-(R)-beta3-hPhg-OBn, H-D-Pro-(R)-beta3-hPhg-(S)-beta3-hPhg-OBn and H-D-Pro-[(S)-beta3-hPhg]2-OBn.
Atom economic and highly syn-selective prolinamide-catalyzed cross-aldol addition of hydroxyacetone to aromatic aldehydes
ANGELICI, GAETANO;LUPPI, GIANLUIGI;TOMASINI, CLAUDIA
2008
Abstract
The highly selective cross-aldol addition of hydroxyacetone (HA) to p-nitro and m-nitrobenzaldehyde is reported; the reaction is catalyzed by three different di- or tripeptides all containing D-Pro in the N-terminal position and one or two residues of 3-homophenylglycine (beta3-hPhg): H-D-Pro-(R)-beta3-hPhg-OBn, H-D-Pro-(R)-beta3-hPhg-(S)-beta3-hPhg-OBn and H-D-Pro-[(S)-beta3-hPhg]2-OBn.File in questo prodotto:
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