4.6 Article

Direct Oxidation of beta-Aryl Substituted Aldehydes to alpha,beta-Unsaturated Aldehydes Promoted by an o-Anisidine-Pd(OAc)(2) Co-catalyst

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 4, Issue 11, Pages 1712-1716

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.200900238

Keywords

aldehydes; anisidine; organocatalysis; palladium; Saegusa reaction

Funding

  1. National Natural Science Foundation of China [90813005]
  2. 863 Hi-Tech Program of China [2006AA020404]
  3. China 111 Project [B07023]
  4. Shanghai Ministry of Science and Technology [07A14013]

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An o-anisidine-Pd(OAc)(2) catalytic system for the direct co-catalytic Saegusa oxidation of beta-aryl substituted aldehydes to alpha,beta-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72%)

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