Barton esters were prepared starting from different carboxylic acids loaded on a Wang resin. Light induced fragmentation occurred giving a radical that reacted with CBrCl3 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. (C) 2001 Elsevier Science Ltd. All rights reserved.
Attardi, M.E., Taddei, M. (2001). The Barton radical decarboxylation on solid phase. A versatile synthesis of peptides containing modified amino acids. TETRAHEDRON LETTERS, 42(20), 3519-3522 [10.1016/S0040-4039(01)00496-8].
The Barton radical decarboxylation on solid phase. A versatile synthesis of peptides containing modified amino acids
Taddei, Maurizio
2001-01-01
Abstract
Barton esters were prepared starting from different carboxylic acids loaded on a Wang resin. Light induced fragmentation occurred giving a radical that reacted with CBrCl3 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. (C) 2001 Elsevier Science Ltd. All rights reserved.
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https://hdl.handle.net/11365/30717
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