Iridium-Catalyzed Asymmetric Hydrogenation of γ- and δ-Ketoacids for Enantioselective Synthesis of γ- and δ-Lactones.

Org Lett

State Key Laboratory and Institute of Elemento-organic Chemistry, College of Chemistry , Nankai University, Tianjin 300071 , People's Republic of China.

Published: February 2020

A highly efficient asymmetric hydrogenation of γ- and δ-ketoacids was developed by using a chiral spiro iridium catalyst ()-, affording the optically active γ- and δ-hydroxy acids/lactones in high yields with excellent enantioselectivities (up to >99% ee) and turnover numbers (TON up to 100000). This protocol provides an efficient and practical method for enantioselective synthesis of Ezetimibe.

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http://dx.doi.org/10.1021/acs.orglett.9b04253DOI Listing

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