Comment on Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids by B. Chen, X. Liu, Y.-J. Hu, D.-M. Zhang, L. Deng, J. Lu, L. Min, W.-C. Ye and C.-C. Li, Chem. Sci., 2017, 8, 4961–4966

Reinhard W. Hoffmann; Hans-Günther Schmalz; Ulrich Koert; Gregory K. Pierens

doi:10.1039/C8SC90247J

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Comment on Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids by B. Chen, X. Liu, Y.-J. Hu, D.-M. Zhang, L. Deng, J. Lu, L. Min, W.-C. Ye and C.-C. Li, Chem. Sci., 2017, 8, 4961–4966

Reinhard W. Hoffmann,

*^a Hans-Günther Schmalz,

^b Ulrich Koert

^a and Gregory K. Pierens

Author affiliations

* Corresponding authors

^a Fachbereich Chemie der Philipps Universität Marburg, Hans Meerwein Str. 4, D-35032 Marburg, Germany
E-mail: rwho@chemie.uni-marburg.de

^b Department of Chemistry, University of Cologne, Greinstrasse 4, D-50939 Koeln, Germany

^c The Centre for Advanced Imaging, The University of Queensland, Building 57, Research Road, St. Lucia, Queensland 4072, Australia

Abstract

We note that some features of the NMR spectra deposited for the purported isomeric metacolchicines (Chem. Sci.8, 4961 (2017)) are not compatible with the assignment of those isomers as being atrop-diastereomers. We suggest that there are no such isomeric metacolchicines as reported. The differences in the spectra could rather be a consequence of a (precedented) monomer/dimer equilibrium of metacolchicine in solution.

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Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metaco…

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DOI: https://doi.org/10.1039/C8SC90247J
Article type: Comment
Submitted: 15 Aug 2017
Accepted: 28 Nov 2018
First published: 18 Dec 2018
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry

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Chem. Sci., 2019,10, 943-945

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Comment on Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids by B. Chen, X. Liu, Y.-J. Hu, D.-M. Zhang, L. Deng, J. Lu, L. Min, W.-C. Ye and C.-C. Li, Chem. Sci., 2017, 8, 4961–4966

R. W. Hoffmann, H. Schmalz, U. Koert and G. K. Pierens, Chem. Sci., 2019, 10, 943 DOI: 10.1039/C8SC90247J

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Comment on Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids by B. Chen, X. Liu, Y.-J. Hu, D.-M. Zhang, L. Deng, J. Lu, L. Min, W.-C. Ye and C.-C. Li, Chem. Sci., 2017, 8, 4961–4966

Abstract

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Comment on Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids by B. Chen, X. Liu, Y.-J. Hu, D.-M. Zhang, L. Deng, J. Lu, L. Min, W.-C. Ye and C.-C. Li, Chem. Sci., 2017, 8, 4961–4966

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