Solid-phase synthesis of carboxylic and oxamic acids via OsO 4/NaIO4/HMTA-mediated oxidative cleavage of acetylenic peptides

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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.

Original languageEnglish
JournalOrganic Letters
Volume9
Issue number13
Pages (from-to)2469-2472
Number of pages4
ISSN1523-7060
DOIs
Publication statusPublished - 21 Jun 2007
Externally publishedYes

ID: 321882730