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Download fileIsoxazole to oxazole: a mild and unexpected transformation
journal contribution
posted on 2015-02-27, 11:02 authored by Ray Jones, Alexander Chatterley, Romain Marty, W. Martin Owton, Mark ElsegoodMark Elsegood3-Aryltetrahydrobenzisoxazoles prepared en route to the coleophomone natural products and analogues, were found to undergo a remarkable base-mediated rearrangement to 2-aryltetrahydrobenzoxazoles. The scope of this unprecedented, facile transformation was probed: a range of analogues was produced, a mechanism proposed, and an application demonstrated by synthesis of a known herbicidal compound.
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