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Issue 35, 2013
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Urea-catalyzed construction of oxazinanes

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Abstract

Highly functionalized oxazinanes are efficiently prepared through urea-catalyzed formal [3 + 3] cycloaddition reactions of nitrones and nitrocyclopropane carboxylates. The reaction system is general with respect to both the nitrocyclopropane carboxylates and nitrones enabling the preparation of a large family of oxazinanes, typically in high yield. This method affords access to enantioenriched oxazinane products through chirality transfer from enantioenriched nitrocyclopropane carboxylates.

Graphical abstract: Urea-catalyzed construction of oxazinanes

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Publication details

The article was received on 23 Jul 2013, accepted on 25 Jul 2013 and first published on 29 Jul 2013


Article type: Communication
DOI: 10.1039/C3OB41517A
Citation: Org. Biomol. Chem., 2013,11, 5793-5797
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    Urea-catalyzed construction of oxazinanes

    A. M. Hardman, S. S. So and A. E. Mattson, Org. Biomol. Chem., 2013, 11, 5793
    DOI: 10.1039/C3OB41517A

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