4.8 Article

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

Journal

ORGANIC LETTERS
Volume 22, Issue 3, Pages 818-822

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04253

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Funding

  1. National Natural Science Foundation of China [21532003, 21871152, 21790332]
  2. 111 Project [B06005]
  3. Ministry of Education of China

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A highly efficient asymmetric hydrogenation of gamma- and delta-ketoacids was developed by using a chiral Spiro iridium catalyst (S)-1a, affording the optically active gamma- and delta-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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