4.8 Article

Rhodium-Catalyzed Enantioselective Hydrogenation of Tetrasubstituted α-Acetoxy β-Enamido Esters: A New Approach to Chiral α-Hydroxyl-β-amino Acid Derivatives

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 46, Pages 16120-16123

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja509005e

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Funding

  1. Wuhan University [203273463]
  2. 111 Project of the Ministry of Education of China
  3. National Natural Science Foundation of China [21372179, 21432007, 21402145]

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Asymmetric hydrogenation of tetrasubtitued alpha-acetoxy beta-enamido esters with rhodium catalysts based on chiral diphosphine ligands provides an efficient and concise route to the synthesis of chiral alpha-hydroxyl-beta-amino acid derivatives in excellent enantioselectivities. The products are valuable chiral building blocks in many biologically active compounds and have important applications in organic synthesis.

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