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Brønsted Acid-Catalyzed Enantioselective Iodocycloetherification Enabled by Triphenylphosphine Selenide Cocatalysis

  • June 17, 2021

Enantioselective iodocycloetherifications can be conducted using sterically highly demanding BINOL-based phosphoric acid diesters as catalyst. To achieve highly enantioselective reactions, cocatalysis by triphenylphosphine selenide is necessary. With cocatalysis, good to excellent enantioselectivities can be achieved for a broad range of substrates using catalyst and cocatalyst loadings as low as 1 mol %. The triphenylphosphine selenide cocatalyst itself does not strongly influence diastereoselectivity, but leads to higher reactivity and, in combination with a BINOL-based phosphoric acid diester, to good enantioselectivity.


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