Concise total synthesis of phidianidine A and B

Authors

Jacob C. Buchanan, Central Washington University
Brandon P. Petersen, Central Washington University
Stephen Chamberland, Central Washington University

Document Type

Article

Department or Administrative Unit

Chemistry

Publication Date

11-6-2013

Abstract

The shortest total synthesis of cytotoxic indole alkaloids phidianidine A and B is described. Rapid assembly of the 1,2,4-oxadiazole core from a novel N-hydroxyguanidine and the corresponding indole-3-acetic acid chloride led to formal syntheses of phidianidine A and B in only three steps from known compounds. Deprotection under standard conditions provided the trifluoroacetate salts of phidianidine A and B in quantitative yield.

Comments

This article was originally published in Tetrahedron Letters. The full-text article from the publisher can be found here.

Due to copyright restrictions, this article is not available for free download from ScholarWorks @ CWU.

Recommended Citation

Buchanan, J. C., Petersen, B. P., & Chamberland, S. (2013). Concise total synthesis of phidianidine A and B. Tetrahedron Letters, 54(45), 6002–6004. https://doi.org/10.1016/j.tetlet.2013.08.063

Journal

Tetrahedron Letters

Rights

Copyright © 2013 Elsevier Ltd. All rights reserved.