Reinvestigation of the Branimycin Stereochemistry at Position 17-C

Ana Čikoš, Nicolas Triballeau, Paul A. Hubbard, Dinko Žiher, Pieter F W Stouten, Julien G P O Doyon, Tiny Deschrijver, Johan Wouters, Renaud H M Lépine, Laurent Saniere

Research output: Contribution to journalArticle

Abstract

A conformational study of branimycin was performed using single-crystal X-ray crystallography to characterize the solid-state form, while a combination of NMR spectroscopy and molecular modeling was employed to gain information about the solution structure. Comparison of the crystal structure with its solution counterpart showed no significant differences in conformation, confirming the relative rigidity of the tricyclic system. However, these experiments revealed that the formerly proposed stereochemistry of branimycin at 17-C should be revised. (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)780-783
Number of pages4
JournalOrganic Letters
Volume18
Issue number4
DOIs
Publication statusPublished - 19 Feb 2016

Fingerprint Dive into the research topics of 'Reinvestigation of the Branimycin Stereochemistry at Position 17-C'. Together they form a unique fingerprint.

  • Equipment

  • Datasets

    CCDC 1401228: Experimental Crystal Structure Determination

    Čikoš, A. (Contributor), Triballeau, N. (Contributor), Hubbard, P. A. (Contributor), Žiher, D. (Contributor), Stouten, P. F. W. (Contributor), Doyon, J. G. P. O. (Contributor), Deschrijver, T. (Contributor), WOUTERS, J. (Contributor), Lépine, R. H. M. (Contributor) & Saniere, L. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016

    Dataset

    Cite this

    Čikoš, A., Triballeau, N., Hubbard, P. A., Žiher, D., Stouten, P. F. W., Doyon, J. G. P. O., Deschrijver, T., Wouters, J., Lépine, R. H. M., & Saniere, L. (2016). Reinvestigation of the Branimycin Stereochemistry at Position 17-C. Organic Letters, 18(4), 780-783. https://doi.org/10.1021/acs.orglett.6b00044