4.8 Article

Palladium-Catalyzed Asymmetric Addition of Arylboronic Acids to Nitrostyrenes

Journal

ORGANIC LETTERS
Volume 17, Issue 9, Pages 2250-2253

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00863

Keywords

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Funding

  1. National Nature Science Foundation of China [21302124, 21172144]
  2. China Postdoctoral Science Foundation [2012M520882]
  3. Nippon Chemical Industrial Co. Ltd.
  4. Shanghai Jiao Tong University (SJTU)
  5. Campus Asia Program of Tohoku University

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A palladium-catalyzed asymmetric addition. of arylboronic acids to nitrostyrene is reported. The catalytic system employing iPr-IsoQuinox as 4 chiral ligand in MeOH solvent under an air atmosphere provides the chiral diarylsubstituted pro ducts in high yield's with good enantioseletivities. A variety of functionalized nitrostyrenes can be used, and the method tolerates some variation The stereochemical outcome can be explained using a Stereochemical model.

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