Total synthesis of nominal cyclocinamide B and investigation into the identity of the cyclocinamides

TETRAHEDRON LETTERS

卷:56

Article

Curzon, Stephanie S.¹  Garcia, Jessica M.¹  Konopelski, Joseph P.¹ 

[1] Univ Calif Santa Cruz, Dept Chem & Biochem, Santa Cruz, CA 95064 USA

关键词: Cyclic peptide;    beta-Amino acids;    Peptide synthesis;    Natural product synthesis;   

DOI  :  10.1016/j.tetlet.2014.09.087

来源: Elsevier

【 摘 要 】

The total synthesis of nominal cyclocinamide B, a cyclic peptide marine natural product, is reported together with an isomer of nominal cyclocinamide A. Initial attempts at the synthesis of the title compounds by inclusion of a turn inducer failed. However, a direct synthesis succeeded in the formation of the 14-membered cyclic peptide structure. A comparison of the data from all synthetic cyclocinamide A and B compounds with those of the natural products leads to the conclusion that the two natural products possess the same relative stereochemistry and that the true structures have not been defined. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

Free