4.4 Article

Recent developments in Tsuji-Wacker oxidation

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 36, Pages 3993-4000

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.07.081

Keywords

Tsuji-Wacker oxidation; Palladium; Catalysis; Markovnikov addition; anti-Markovnikov addition

Funding

  1. Indo-French Centre for the Promotion of Advanced Research (IFCPAR)/Centre Franco-Indien pour la Promotion de la Recherche Avancee (CEFIPRA) [4705-1]
  2. Science and Engineering Research Board (SERB), Department of Science and Technology (DST) India [EMR/2014/000395]

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Tsuji-Wacker oxidation is a palladium catalyzed aerobic oxidation of olefins which serves as a potential strategy for the synthesis of carbonyl compounds. Functionalized terminal olefins are prone to oxidation and provide either methyl ketones or aldehydes in accordance with Markovnikov or anti-Markovnikov rules, respectively. Recent investigations have focused on regioselective synthesis of ketones/aldehydes. This digest aims to give an overview on recent progress in, catalyst system modifications to achieve regioselectivity in Tsuji-Wacker oxidation. In addition, the influence of substrates bearing directing group on Tsuji-Wacker oxidation is briefly described. (C) 2016 Elsevier Ltd. All rights reserved.

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