4.8 Article

Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

Journal

ORGANIC LETTERS
Volume 22, Issue 3, Pages 858-862

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04339

Keywords

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Funding

  1. Southern University of Science and Technology (start-up fund)
  2. Shenzhen Science and Technology Innovation Committee [KQTD20150717103157174, JSGG20170821140353405]
  3. Shenzhen Nobel Prize Scientists Laboratory Project [C17213101]
  4. SZDRC Discipline Construction Program
  5. Free Exploration Fund from the Shenzhen Science and Technology Innovation Committee [JCYJ20170817105056467]
  6. National Natural Science Foundation of China [21901107]

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A copper-catalyzed asymmetric hydrosilylation of beta-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor.

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