New organocatalysts derived from tartaric and glyceric acids for direct aldol reactions |
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| Authors: | Christopher D Maycock M Rita Ventura |
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| Institution: | 1. Instituto de Tecnologia Química e Biológica, Universidade Nova de Lisboa, Apartado 127, 2780-901 Oeiras, Portugal;2. Faculdade de Ciências da Universidade de Lisboa, Departamento de Química e Bioquímica, 1749-016 Lisboa, Portugal |
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| Abstract: | The synthesis of several new pyrrolidine based asymmetric organocatalysts derived from tartaric, glyceric acids and a pyrrolidine moiety is described with a study of their application in the development of an enantioselective aldol protocol. The influence of different proton donor groups, such as a primary hydroxyl or a carboxylic acid group, or their absence, on the efficiency of the organocatalyst was studied. The configuration of the tartrate derived catalysts and the presence of the rigid butane-2,3-diacetal were found to have a strong influence on the stereoselective outcome of the aldol reaction. |
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