887572-48-7Relevant academic research and scientific papers
Site-Selective Nitrene Transfer to Conjugated Olefins Directed by Oxazoline Peptide Ligands
Storch, Golo,van den Heuvel, Naudin,Miller, Scott J.
, p. 289 - 294 (2020)
Site-selective nitrene transfer to di- and polyene substrates has been achieved using designed peptide-embedded bioxazoline ligands capable of binding copper. In model 1,3-diene substrates, the olefinic position proximal to a directing group was selectively functionalized. Additional studies indicate that this selectivity stems from non-covalent substrate-catalyst interactions. The peptide-mediated nitrene transfer was also applied to polyene natural product retinol and selective proximal functionalization allowed access to a cis-pyrroline modified retinoid. (Figure presented.).
