4.8 Article

Pd-Catalyzed Carbonylation of Vinyl Triflates To Afford α,β-Unsaturated Aldehydes, Esters, and Amides under Mild Conditions

Journal

ORGANIC LETTERS
Volume 21, Issue 10, Pages 3528-3532

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00765

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Funding

  1. BMBF
  2. State of Mecklenburg-Western Pommerania
  3. Chinese Scholarship Council

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An efficient and general protocol for the synthesis of alpha,beta-unsaturated aldehydes, esters, and amides via carbonylation of vinyl triflates including derivatives of camphor, ketoisophorone, verbenone, and pulegone was developed. Crucial for these transformations is the use of a specific palladium catalyst containing a pyridyl-substituted dtbpx-type ligand. This procedure also allows for an easy access of dicarbonylated products from the corresponding ketones.

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