Oxytrofalcatin Puzzle: Total Synthesis and Structural Revision of Oxytrofalcatins B and C.

Autor: Sugitate K; Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Kita-ku, Okayama 7008530, Japan., Yamashiro T; Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Kita-ku, Okayama 7008530, Japan., Takahashi I; Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-tobetsu, Hokkaido 0610293, Japan., Yamada K; Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-tobetsu, Hokkaido 0610293, Japan., Abe T; Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Kita-ku, Okayama 7008530, Japan.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2023 Jul 21; Vol. 88 (14), pp. 9920-9926. Date of Electronic Publication: 2023 Jul 11.
DOI: 10.1021/acs.joc.3c00691
Abstrakt: The previously reported structures of oxytrofalcatins B and C possess a benzoyl indole core. However, following synthesis and NMR comparison of both the proposed structure and the synthesized oxazole, we have revised the structure of oxytrofalcatins B and C as oxazoles. The synthetic route developed herein can further our understanding of the biosynthetic pathways that govern the production of natural 2,5-diaryloxazoles.
Databáze: MEDLINE