Site-Selective Nitrene Transfer to Conjugated Olefins Directed by Oxazoline Peptide Ligands.
Department of Chemistry, Yale University, New Haven, CT 06520-8107, USA.
- Published Article
Advanced Synthesis & Catalysis
- Publication Date
Jan 23, 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.
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This record was last updated on 01/04/2021 and may not reflect the most current and accurate biomedical/scientific data available from NLM.
The corresponding record at NLM can be accessed at https://www.ncbi.nlm.nih.gov/pubmed/32256275