Synthesis, isomerisation and Diels-Alder reactions of (5S)-5-phenyl-3,4-dehydromorpholin-2-one

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Abstract

(5S)-5-Phenyl-3,4-dehydromorpholin-2-one [(5S)-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one] 2a is prepared by a one-pot bromination/dehydrobromination of (5S)-5-phenyl morpholin-2-one and undergoes regio- and diastereocontrolled catalysed Diels-Alder reactions.

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Ager, D., Cooper, N., Cox, G. G., Garro-Hélion, F., & Harwood, L. M. (1996). Synthesis, isomerisation and Diels-Alder reactions of (5S)-5-phenyl-3,4-dehydromorpholin-2-one. Tetrahedron Asymmetry, 7(9), 2563–2566. https://doi.org/10.1016/0957-4166(96)00329-1

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