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Application of Furan as a Diene: Preparation of Condensed 1,3-Oxazines by Retro-Diels−Alder Reactions

✍ Scribed by Géza Stájer; Ferenc Miklós; Iván Kanizsai; Ferenc Csende; Reijo Sillanpää; Pál Sohár


Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
135 KB
Volume
2004
Category
Article
ISSN
1434-193X

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Cycloaddition reactions of diene 1a with various dienophiles lead to trans 4,5-disubstituted dihydro-1,3-thiazine adducts. We demonstrate that a thermodynamically-controlled process, in which the adduct N-3 nitrogen plays a prominent role, accounts for the observed trans relative configuration.