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Synthesis of chiral 3,4,5,6-tetrahydro-1,4-thiazin-2-ones (thiamorpholin-2-ones)-novel heterocycles possessing enhanced carbonyl electrophilicity over their oxygen counterparts

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Drew, M.G.B., Harwood, L.M. and Yan, R. (2006) Synthesis of chiral 3,4,5,6-tetrahydro-1,4-thiazin-2-ones (thiamorpholin-2-ones)-novel heterocycles possessing enhanced carbonyl electrophilicity over their oxygen counterparts. Synlett (19). pp. 3259-3262. ISSN 0936-5214

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To link to this article DOI: 10.1055/s-2006-951548

Abstract/Summary

We report herein the first synthesis of chiral derivatives possessing the 1,4-thiazinone core. As predicted, the thiolactone is more susceptible to nucleophilic attack than the equivalent lactone system.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11212
Uncontrolled Keywords:chiral, 1,4-thiazinone, thiamorpholinone , STABILIZED AZOMETHINE YLIDES, 1,3-DIPOLAR CYCLOADDITIONS, ASYMMETRIC INDUCTION, X-RAY, DERIVATIVES
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