Histidine-catalyzed asymmetric aldol addition of enolizable aldehydes: insights into its mechanism.
Extensive studies of asymmetric cross-aldol addition between enolizable aldehydes are described and provide a deeper insight into histidine-catalyzed aldol additions. In particular, aspects of enantio- as well as diastereoselectivity of these reactions are discussed. Rules and predictions of configurative outcome are explained by using different transition-state models. These discussions are confirmed by extensive computations.
Institute of Chemistry, Humboldt University, Brook-Taylor Strasse 2, 12489 Berlin, Germany.
Ulf
U
Scheffler
Rainer
R
Mahrwald
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D006639:Histidine / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000447:Aldehydes; D006639:Histidine