Solid-Phase Synthesis of Carboxylic and
Oxamic Acids via OsO4/NaIO4/HMTA-Mediated Oxidative Cleavage of
Acetylenic Peptides
Posted on 2007-06-21 - 00:00
A general method for the solid-phase synthesis of carboxy-functionalized peptides by oxidative cleavage of alkynes is presented. Clean and
quantitative conversion is enabled by the addition of bases, such as DABCO and HMTA, to the classical OsO4/NaIO4 mixture. The utility of the
reaction is further illustrated by the synthesis of oxamic acids.
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Nielsen, Thomas E.; T. Le Quement, Sebastian; Meldal, Morten (2016). Solid-Phase Synthesis of Carboxylic and
Oxamic Acids via OsO4/NaIO4/HMTA-Mediated Oxidative Cleavage of
Acetylenic Peptides. ACS Publications. Collection. https://doi.org/10.1021/ol070693p