Total Synthesis of the Cyclic Dodecapeptides Wewakazole and Wewakazole B.

Autor: Inman M; School of Chemistry, University of Nottingham , University Park, Nottingham NG2 7RD, U.K., Dexter HL; School of Chemistry, University of Nottingham , University Park, Nottingham NG2 7RD, U.K., Moody CJ; School of Chemistry, University of Nottingham , University Park, Nottingham NG2 7RD, U.K.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2017 Jul 07; Vol. 19 (13), pp. 3454-3457. Date of Electronic Publication: 2017 Jun 15.
DOI: 10.1021/acs.orglett.7b01393
Abstrakt: 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.
Databáze: MEDLINE