Abstract
AbstractThe asymmetric aldol addition reaction is a cornerstone transformation in organic chemistry and one of the most useful methods for C—C bond formation. Aldolases and catalytic antibodies catalyze aldol and retroaldol reactions with high stereoselectivity and catalytic efficiency. Therefore, they constitute very useful tools in chemical research and the production of complex, multifunctional chiral compounds, such as carbohydrates and amino acids, as well as their derivatives and analogues. In addition, carboligating enzymes and antibodies offer a unique tool to perform asymmetric C—C bond formation in a sustainable, environmentally benign fashion. This review describes the different methodologies and procedures used for enzymatic C—C bond formation by aldol reaction. These include the asymmetric catalytic aldol additions of dihydroxyacetone phosphate (DHAP), 1-hydroxyalkan-2-ones (i.e., dihydroxyacetone, hydroxyacetone, and 1-hydroxybutan-2-one), pyruvate, glycine, acetaldehyde, and glycolaldehyde as the nucleophilic components to a variety of electrophilic aldehyde structures.
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