Article

Enantioselective C–C bond synthesis catalysed by enzymes

Gebouw voor Scheikunde, Technische Universiteit Delft, Julianalaan 136, 2628 BL Delft, The Netherlands.
Chemical Society Reviews (Impact Factor: 30.43). 07/2005; 34(6):530-42. DOI: 10.1039/B412490A
Source: PubMed

ABSTRACT The enantioselective synthesis of C-C bonds is often the pivotal step of a synthesis. Nature has made a variety of versatile enzymes available that catalyse this type of reaction very selectively under mild conditions. Cyanohydrins, acyloins (alpha-hydroxy ketones), alpha-hydroxy acids and aldols (beta-hydroxy ketones) are very efficiently synthesised enantioselectively with the aid of C-C bond forming enzymes, which we discuss in this tutorial review. In the case of the alpha-hydroxy acids the applications of nitrilases in a synthetic dkr even allows a disconnection that has no enantioselective chemical equivalent.

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