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Metal-Catalyzed Synthesis and Use of Thioesters: Recent Developments

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 28, Pages 7092-7107

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201705025

Keywords

carbonylation; homogeneous catalysis; photocatalysis; sulfur; thioesters

Funding

  1. Fonds der Chemischen Industrie
  2. Institutional Strategy of the University of Tubingen (Deutsche Forschungsgemeinchaft) [ZUK 63]

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While thioesters are common intermediates in biochemical processes, they are much less appreciated in organic synthesis, also compared to other carboxylic acid derivatives. However, their chemistry and reactivity is intriguing and diversified, reaching much further than the acyl substitution and aldol chemistry. Herein, we focus on metal-catalyzed reactions for the synthesis of thioesters as well as their transformations. Reactions such as thiocarbonylation, cross-coupling, decarbonylation, allylic substitution or dual photo-redox/metal catalysis are discussed. On one hand, new atom economic methods allow for convenient synthesis of thioesters from well available starting materials. On the other hand, various synthetically important compounds can by synthesized due to the multifaceted reactivity of thioesters that we aimed to depict.

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