Abstract
The introduction of all-hydrocarbon i,i+3 staples into α-helical peptide scaffolds via ring-closing olefin metathesis (RCM) between two α-methyl,α-pentenylglycine residues incorporated at i and i+3 positions, which lie on the same face of the helix, has been investigated. The reactions were found to be highly dependent upon the side-chain stereochemistry of the amino acids undergoing RCM. The i,i+3 stapling system established here provides a potentially useful alternative to the well-established i,i+4 stapling system now in widespread use.
Original language | English |
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Pages (from-to) | 3046-3049 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 12 |
Issue number | 13 |
DOIs | |
State | Published - 2 Jul 2010 |