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Issue 37, 2016
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Chemoselective photooxygenations of furans bearing unprotected amines: their use in alkaloid synthesis

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Abstract

Very recent investigations are described, which have shown how basic and unprotected nitrogen functionalities can be included, problem-free, in the furan photooxidation step of singlet oxygen-initiated cascade reaction sequences. The amine groups do not react with singlet oxygen, but, instead, participate later on in the sequences that ultimately yield a diverse range of important alkaloid motifs. To illustrate the versatility of this chemistry, six natural products were synthesised very rapidly and efficiently. Furthermore, all the new technologies operated under green conditions and without the use of a single protecting group.

Graphical abstract: Chemoselective photooxygenations of furans bearing unprotected amines: their use in alkaloid synthesis

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Publication details

The article was received on 05 Aug 2016, accepted on 21 Aug 2016 and first published on 05 Sep 2016


Article type: Perspective
DOI: 10.1039/C6OB01689H
Citation: Org. Biomol. Chem., 2016,14, 8636-8640
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    Chemoselective photooxygenations of furans bearing unprotected amines: their use in alkaloid synthesis

    T. Montagnon, D. Kalaitzakis, M. Sofiadis and G. Vassilikogiannakis, Org. Biomol. Chem., 2016, 14, 8636
    DOI: 10.1039/C6OB01689H

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