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2005
Peptides
U 0400
12- 197
An Improved Protocol for the SmI2-Promoted C-Alkylation of Peptides: Degradation and Functionalization of Serine Residues in Linear and Cyclic Peptides. —
Oxidative degradation of serine residues in small peptides such as (I) with lead tetraacetate produces acetyloxy derivatives which can be readily converted to 2-pyridyl sulfides. SmI2-promoted coupling of the latter with cyclohexanone produces the C-alkylation products (III). The sequence can be successfully extended to different peptides
and ketones. — (BLAKSKJAER, P.; GAVRILA, A.; ANDERSEN, L.;
SKRYDSTRUP*, T.; Tetrahedron Lett. 45 (2004) 49, 9091-9094; Dep. Chem., Univ.
Aarhus, DK-8000 Aarhus, Den.; Eng.) — Mais
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