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Issue 18, 2011
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1,3-Dipolar cycloadditions from tricyclic hemiaminals. Synthesis of the quinocarcin core through catalyst-free generation of azomethine ylides

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Abstract

The generation of azomethine ylides from the readily accessible hemiaminals 3 and 8 or from iminium salt 10 was studied. Compounds 8 gave anti- and syn-cycloadducts containing the quinocarcin core through a catalyst-free dehydration process.

Graphical abstract: 1,3-Dipolar cycloadditions from tricyclic hemiaminals. Synthesis of the quinocarcin core through catalyst-free generation of azomethine ylides

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Article information


Submitted
01 Feb 2011
Accepted
08 Jun 2011
First published
08 Jun 2011

Org. Biomol. Chem., 2011,9, 6271-6277
Article type
Paper

1,3-Dipolar cycloadditions from tricyclic hemiaminals. Synthesis of the quinocarcin core through catalyst-free generation of azomethine ylides

L. Huck, J. F. González, E. de la Cuesta, J. C. Menéndez and C. Avendaño, Org. Biomol. Chem., 2011, 9, 6271 DOI: 10.1039/C1OB05181D

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