Synthesis of a hydroxyethylene isostere of the tripeptide Arg-Gly-Leu via a convergent acyl-like radical addition strategy
A hydroxyethylene isostere of the tripeptide Arg-Gly-Leu, representing an important fragment of a novel cyclic-peptide-based uPA inhibitor, was synthesized in few steps employing as the key step a samarium diiodide promoted coupling of either the 4-thiopy
Jensen, Christina M.,Lindsay, Karl B.,Andreasen, Peter,Skrydstrup, Troels
Further studies in the acyl-type radical additions promoted by SmI 2: Mechanistic implications and stereoselective reduction of the keto-functionality
Attempts were made to promote the carbonyl coupling of cyclohexanone to 4-pyridylthioesters of N-carbamate-protected amino acids with the one electron reducing agent, samarium diiodide. Such reactions proved unsuccessful due to the inability of the ketyl-
Mikkelsen, Lise M.,Jensen, Christina M.,H?j, Bettina,Blakskj?r, Peter,Skrydstrup, Troels
p. 10541 - 10549
(2007/10/03)
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