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https://doi.org/10.1021/jo500877m

has been cited by the following article:

• TITLE: The Compatibility of Groups Used to Protect Phenolic Functionality during Oxone-Mediated Oxidative Esterification

  AUTHORS: Tomoko Mineno, Yuki Suzuki, Tomoya Nobuta, Daiki Takano, Hisao Kansui

  KEYWORDS: Compatibility, Protecting Groups, Phenolic Functionality, Oxone, Oxidative Esterification

  JOURNAL NAME: Green and Sustainable Chemistry, Vol.12 No.4, November 11, 2022

  ABSTRACT: Protecting groups often play an essential role in organic synthesis, particularly for multi-step synthesis or natural product total synthesis. Various protecting groups areavailable to mask the vulnerable functionality; phenolic hydroxy groups are noteworthy examples, but their stability differs when protected. Herein, the compatibility of protective phenolic functionality was investigated with the implementation of indium (III) triflate-catalyzed oxidative esterification using Oxone in methanol. A wide range of protective moieties was selected and subjected to Oxone-mediated oxidative esterification. For example, sulfonates were found to be sufficiently stable and inert whereas acetals were susceptible to reaction conditions. The details of this investigation are provided.