4.8 Article

Catalytic Asymmetric Addition of Arylboronic Acids to Isatins using C2-Symmetric Cationic N-Heterocyclic Carbenes (NHCs) Pd2+ Diaqua Complexes as Catalysts

Journal

ORGANIC LETTERS
Volume 13, Issue 9, Pages 2314-2317

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200566s

Keywords

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Funding

  1. Shanghai Municipal Committee of Science and Technology [08dj1400100-2]
  2. Robert A. Welch Foundation [D-1361]
  3. National Basic Research Program of China (973) [2010CB833302]
  4. National Natural Science Foundation of China [20928001, 21072206, 20472096, 20872162, 20672127, 20821002, 20732008]

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A catalytic asymmetric addition of arylboronic acids to isatins has been achieved by using chiral cationic C-2-symmetric N-heterocyclic carbene (NHC) Pd2+ cliaqua complexes as the catalysts. The reaction can be performed under convenient conditions to give the corresponding adducts in good to high yields (79-94%) and moderate to excellent enantioselectivities (up to 94% ee) in the presence of LiOAr as the promoter which was generated in situ.

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