Catalytic asymmetric synthesis of α-stereogenic carboxylic acids: recent advances. Issue 1 (2nd December 2021)

• Record Type: Journal Article
• Authors: Niu, Rui; He, Yi; Lin, Jun-Bing
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 1(2021)
• Page Start: 37
• Page End: 54
• Publication Date: 2021-12-02
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob02038b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : This review illustrates recent advances and further potential of catalytic asymmetric synthesis of α-stereogenic free carboxylic acids from racemic or prochiral precursors. Abstract : Chiral carboxylic acids bearing an α-stereogenic center constitute the backbone of many natural products and therapeutic reagents as well as privileged chiral ligands and catalysts. Hence, it is not surprising that a large number of elegant catalytic asymmetric strategies have been developed toward the efficient synthesis of α-chiral carboxylic acids, such as α-hydroxy acids and α-amino acids. In this review, the recent advances in asymmetric synthesis of α-stereogenic free carboxylic acids via organocatalysis and transition metal catalysis are summarized (mainly from 2010 to 2020). The content is organized by the reaction type of the carboxyl source involved, including asymmetric functionalization of substituted carboxylic acids, cyclic anhydrides, α-keto acids, substituted α, β-unsaturated acids and so on. We hope that this review will motivate further interest in catalytic asymmetric synthesis of chiral α-substituted carboxylic acids.