4.8 Article

Rh-Catalyzed Asymmetric Hydrogenation of β-Branched Enol Esters for the Synthesis of β-Chiral Primary Alcohols

Journal

ORGANIC LETTERS
Volume 20, Issue 1, Pages 108-111

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03469

Keywords

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Funding

  1. National Natural Science Foundation of China [21232004, 21572131, 21620102003]
  2. Shanghai Municipal Education Commission [201701070002E00030]
  3. Science and Technology Commission of Shanghai Municipality [15JC1402200]

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An asymmetric hydrogenation of beta-branched enol esters has been developed for the first time, providing a new route for the synthesis of beta-chiral primary alcohols. Using a (S)-SKP-Rh complex bearing a large bite angle and enol ester substrates possessing an O-fomyl directing group, the desired products were obtained in quantitative yields and with excellent enantioselectivities.

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