Total Syntheses and Configuration Assignments of JBIR-06 and Related Depsipeptides

Chie Hamada; Yoshinosuke Usuki; Daiki Takeuchi; Hikaru Ogawa; Ryota Abe; Tetsuya Satoh

doi:10.1021/acs.orglett.8b03944

Total Syntheses and Configuration Assignments of JBIR-06 and Related Depsipeptides

Org Lett. 2019 Feb 15;21(4):965-968. doi: 10.1021/acs.orglett.8b03944. Epub 2019 Jan 30.

Authors

Chie Hamada¹, Yoshinosuke Usuki¹, Daiki Takeuchi¹, Hikaru Ogawa¹, Ryota Abe¹, Tetsuya Satoh¹

Affiliation

¹ Department of Chemistry, Graduate School of Science , Osaka City University , 3-3-138 Sugimoto, Sumiyoshi , Osaka 558-8585 , Japan.

PMID: 30698439
DOI: 10.1021/acs.orglett.8b03944

Abstract

The first total syntheses of JBIR-06 and two analogous depsipeptides, 12-membered antimycin-class antibiotics, have been accomplished via Shiina macrolactonization. Comparison of the spectroscopic data of the synthesized compounds with those reported for natural products verified that the absolute configutation of the natural products was (2 S,4 S,6 S,7 R,14 S).

Publication types

Research Support, Non-U.S. Gov't