4.7 Article

Steric Modulation of Chiral Biaryl Diamines via Pd-Catalyzed Directed C-H Arylation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 6, Pages 2613-2615

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo802632v

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Funding

  1. NIH [R01 GM67163]
  2. UW-Madison Draper Technology Innovation Fund
  3. ACS Division of Organic Chemistry

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Palladium-catalyzed directed arylation of 2,2'-diacetamidobiaryls with aryl iodides provides efficient access to chiral ortho-substituted biaryl diamines. Aryl iodides with para and meta-substituents are tolerated. Deprotection of the acetyl groups under basic conditions furnishes the free diamines, which should find broad utility in asymmetric catalysis.

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