4.7 Article

Asymmetric cross Rauhut-Currier reactions of vinyl ketones with carbonyl para-quinone methides via phosphine catalysis

期刊

ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 18, 页码 4840-4845

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00866a

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资金

  1. Fundamental Research Funds for the Central Universities in China
  2. NSFC [U1906212]
  3. Natural Science Foundation of Shandong Province [ZR2021QB011]

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The novel chiral phosphine-catalyzed cross Rauhut-Currier reactions provide a versatile approach for the synthesis of multifunctional compounds. The reaction exhibits broad substrate scope and moderate-to-excellent enantioselectivity control. It also shows promising applications in the synthesis of drug and useful compounds due to its tolerance towards natural product and drug derivatives.
Novel cross Rauhut-Currier reactions involving chiral phosphine catalysis between vinyl ketones and terminal-carbonyl-substituted para-quinone methides have been presented. This reaction approach showed broad substrate scope compatibility and moderate-to-excellent enantioselectivity control. The multifunctional products could be easily transformed to important and useful skeletons. Moreover, natural-product and drug derivatives were well tolerated in this methodology, exhibiting the promising applications of this reaction approach.

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