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- Reeve, P. A. P., et al.
(författare)
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Radical Functionalization of Unsaturated Amino Acids : Synthesis of Side-Chain-Fluorinated, Azido-Substituted, and Hydroxylated Amino Acids
- 2019
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Ingår i: ACS Omega. - : American Chemical Society. - 2470-1343. ; 4:6, s. 10854-10865
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Tidskriftsartikel (refereegranskat)abstract
- A range of enantiomerically pure protected side-chain-fluorinated amino acids has been prepared (13 examples) by treatment of protected amino acids containing unsaturated side chains with a combination of Fe(III)/NaBH4 and Selectfluor. The modification of the conditions by replacement of Selectfluor with NaN3 allowed the preparation of side-chain azido-substituted amino acids (five examples), which upon catalytic hydrogenation gave the corresponding amines, isolated as lactams (four examples). Radical hydration of the unsaturated side chains leading to side-chain-hydroxylated protected amino acids has also been demonstrated.
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