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Domino metathesis of 3,6-dihydro-1,2-oxazine: access to isoxazolo[2,3-a]pyridin-7-ones.

Organic letters (2007-03-14)
Géraldine Calvet, Nicolas Blanchard, Cyrille Kouklovsky
RÉSUMÉ

[reaction: see text] Strained bicyclic 3,6-dihydro-1,2-oxazine is a reactive substrate in domino metathesis with an external alkene. This general transformation leads to isoxazolo[2,3-a]pyridin-7-one, a versatile scaffold combining chemical functions that could be selectively oxidized or reduced. The synthetic relevance of these domino metathesis products is demonstrated by a straightforward synthesis of a quinolizinone.

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Sigma-Aldrich
3-Butenoic acid, 97%