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Issue 24, 2017
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Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

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Abstract

Lewis acid catalyzed [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde for the synthesis of functionalized thiazine and oxathiane derivatives has been developed. Additionally, this method facilitates the derivatization of thiazines by detosylation and Krapcho monodecarboxylation.

Graphical abstract: Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

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Publication details

The article was received on 17 Apr 2017, accepted on 30 May 2017 and first published on 31 May 2017


Article type: Paper
DOI: 10.1039/C7OB00941K
Citation: Org. Biomol. Chem., 2017,15, 5182-5190
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    Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

    R. K. Varshnaya and P. Banerjee, Org. Biomol. Chem., 2017, 15, 5182
    DOI: 10.1039/C7OB00941K

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