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Development of the 1,2-oxaza-Cope rearrangement
1Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, USA. zakarian@chem.fsu.edu
Abstract:
A method for a concise assembly of oxazine rings based on a Lewis acid-promoted hetero-Cope rearrangement is described. The hetero-Cope rearrangement features the first examples of the [3,3]-sigmatropic transpositions involving the nitroso group. A variety of functionalized substrates have been subjected to the reaction. The described method has a strong potential for the synthesis of marine natural products containing oxazine rings.
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