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The Barton radical decarboxylation on solid phase. A versatile synthesis of peptides containing modified amino acids

✍ Scribed by Maria Elena Attardi; Maurizio Taddei

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
99 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Barton esters were prepared starting from different carboxylic acids loaded on a Wang resin. Light induced fragmentation occurred giving a radical that reacted with CBrCl 3 to give the corresponding bromides, whereas conjugate addition to electron-poor alkenes proved to be less synthetically useful. The bromides so formed were further functionalised on the resin with different nucleophiles.

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