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 / G. Angelici; A. Falgiani; G. Luppi; B. Kaptein; Q. B. Broxterman; C. Tomasini. - In: SYNTHETIC COMMUNICATIONS. - ISSN 0039-7911. - STAMPA. - 38:7(2008), pp. 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.