103289-85-6Relevant articles and documents
On the Double Bond Isostere of the Peptide Bond: Preparation of Modified Di- and Tri-peptides incorporating Proline and Alanine Analogues
Miles, Nicholas J.,Sammes, Peter G.,Kennewell, Peter D.,Westwood, Robert
, p. 2299 - 2306 (2007/10/02)
The preparation of some analogues of representative peptides that incorporate double bond isosteres of the sequences, Pro-Gly, Pro-Leu, Pro-Phe, Ala-Gly, and Ala-Ala, are described.The method of synthesis involves selective hydroboronation and oxidation of conjugated enynes, to generate βγ-unsaturated acids, followed by selective α-alkylation in order to introduce a second substituent into the 'peptide' backbone.