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Design of Acid−Base Catalysis for the Asymmetric Direct Aldol Reaction

2004; American Chemical Society; Volume: 37; Issue: 8 Linguagem: Inglês

10.1021/ar030064p

1520-4898

Susumu Saito, Hisashi Yamamoto,

Chemical Synthesis and Analysis

Proper design of acid-base catalysis has been shown to be effective for achieving high reactivity and selectivity in the asymmetric direct aldol reaction during the development of diamine-Brønsted acid types of catalyst. In this study, two principal approaches have been implemented to create a new type of catalysis and high catalytic efficiency: one is the creation of a highly viable acidic function within acid-base catalysts; the other is the creation of rather complicated but more cooperatively arranged hydrogen-bond networks that would be expected to stabilize a transition state, thereby promoting new reactivity and selectivity.