Total Synthesis of the Cyclic Dodecapeptides Wewakazole and Wewakazole B

• DOI: 10.1021/acs.orglett.7b01393
• Publication Date: 2017-06-15T22:15:02Z
• Authors: Martyn Inman; Hannah L. Dexter; Christopher J. Moody
• Keywords: 01 natural sciences; 0104 chemical sciences

The cyclic dodecapeptides wewakazole and B have been synthesized by a divergent strategy via common tris-proline containing oxazole octapeptide two separate bis-oxazole tetrapeptide units, followed peptide coupling macrocyclization. three amino acid fragments are readily accessible rhodium(II)-catalyzed amide N–H insertion of diazocarbonyl compounds, or the cycloaddition rhodium carbenoids with nitriles.