A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

Chen, Chou-Hsiung and Genapathy, Sivaneswary and Fischer, Peter M. and Chan, Weng C. (2014) A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues. Organic and Biomolecular Chemistry, 12 (48). pp. 9764-9768. ISSN 1477-0539

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Abstract

A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine

and related derivatives. To illustrate the robustness of

the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.

Item Type: Article
Schools/Departments: University of Nottingham UK Campus > Faculty of Science > School of Pharmacy
Identification Number: https://doi.org/10.1039/c4ob02107j
Depositing User: Eprints, Support
Date Deposited: 13 Oct 2016 12:17
Last Modified: 13 Oct 2016 12:19
URI: http://eprints.nottingham.ac.uk/id/eprint/37546

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