Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN

Reactions for the deprotection of carbonyl derivatives have been of considerable interest to the scientific community. In recent years, efforts have been made to develop mild, experimentally simple, and environmentally friendly methods. This update to previous research provides a comprehensive revie...

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Veröffentlicht in:European journal of organic chemistry 2022-02, Vol.2022 (7), p.5775-5779
Hauptverfasser: Yao, Yunxin, Zhao, Guangkuan, Hamze, Abdallah, Alami, Mouad, Provot, Olivier
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Sprache:eng
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Zusammenfassung:Reactions for the deprotection of carbonyl derivatives have been of considerable interest to the scientific community. In recent years, efforts have been made to develop mild, experimentally simple, and environmentally friendly methods. This update to previous research provides a comprehensive review of processes for the deprotection of thioacetals, thioketals, and oxathiolanes to the corresponding carbonyl compounds which have been published since 2006. The main approaches used iodonium or bromonium ions, oxidants, photocatalysis, metal salts, or slightly acidic hydrolysis conditions. For each protocol, representative examples will illustrate the scope of the process and its tolerance towards functional groups.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202101460