Organic Letters
Organic Letters
5 years ago

Total Synthesis of the Cyclic Dodecapeptides Wewakazole and Wewakazole B

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

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01393

DOI: 10.1021/acs.orglett.7b01393

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