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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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Article information


Submitted
05 Aug 2016
Accepted
21 Aug 2016
First published
05 Sep 2016

Org. Biomol. Chem., 2016,14, 8636-8640
Article type
Perspective

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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