In the course of studies directed toward the synthesis of dideoxy lomaiviticinone, 3-(nitromethyl)cyclohexenones 2a (X = H) and 2b (X = I) were prepared. The corresponding enolates were reacted with naphthazarin (1) and unexpectedly afforded 1,2-oxazepine 3 and isoxazole 4, respectively. Rationale for their formation is proposed.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3292050PMC
http://dx.doi.org/10.1021/ol203390wDOI Listing

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