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.
G. Angelici, A. Falgiani, G. Luppi, B. Kaptein, Q. B. Broxterman, C. Tomasini (2008). Atom economic and highly syn-selective prolinamide-catalyzed cross-aldol addition of hydroxyacetone to aromatic aldehydes. SYNTHETIC COMMUNICATIONS, 38(7), 1137-1146 [10.1080/00397910701863715].
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
