%0 Journal Article
%T The Compatibility of Groups Used to Protect Phenolic Functionality during Oxone-Mediated Oxidative Esterification
%A Tomoko Mineno
%A Yuki Suzuki
%A Tomoya Nobuta
%A Daiki Takano
%A Hisao Kansui
%J Green and Sustainable Chemistry
%P 83-90
%@ 2160-696X
%D 2022
%I Scientific Research Publishing
%R 10.4236/gsc.2022.124007
%X Protecting groups often play an essential role in
organic synthesis, particularl</span><span style=\"font-family:&quot;\">y for multi-step synthesis or natural product total synthesis.
Various protecting groups areavailable to mask the vulnerable functionality; phenolic
hydroxy groups are noteworthy examples,</span><span style=\"font-family:&quot;\"> </span><span style=\"font-family:&quot;\">but their stability differs when protected. Herein,
the compatibility of protective phenolic functionality was investigated with
the implementation of indium</span><span style=\"font-family:&quot;\"> </span><span style=\"font-family:&quot;\">(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.
%K Compatibility
%K Protecting Groups
%K Phenolic Functionality
%K Oxone
%K Oxidative Esterification
%U http://www.scirp.org/journal/PaperInformation.aspx?PaperID=121144