4.8 Article

Organocatalyzed Regio- and Enantioselective Allylic Trifluoromethylation of Morita-Baylis-Hillman Adducts Using Ruppert-Prakash Reagent

Journal

ORGANIC LETTERS
Volume 13, Issue 15, Pages 3972-3975

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol201490e

Keywords

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Funding

  1. [21390030]
  2. [22106515]
  3. [2105]
  4. Grants-in-Aid for Scientific Research [21390030, 09J09775, 22106515] Funding Source: KAKEN

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The organocatalyzed regioselective allylic trifluoromethylation of Morita-Baylis-Hillman adducts using Ruppert-Prakash reagent was achieved in high to excellent yields via a successive S(N)2'/S(N)2' mode for the first time. The reaction was extended to the asymmetric allylic trifluoromethylation by the use of a bis-cinchona alkaloid catalyst with high enantioselectivities up to 94% ee.

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