Abstract

AbstractThe cycloaddition reactions of nitrile oxides with several substituted cyclopentadienones leads to the formation of condensed mono‐isoxazolines (3α,5‐bis‐substituted‐6,6α‐diphenyl‐3αH,4H,6αH‐cyclopenta[2,3‐d]isoxazol‐4‐ones) and in some cases to bis‐isoxazoline derivatives as minor products. The cycloaddition to mono‐adducts is regioselective and only one regioisomer is formed, which can be predicted after consideration of the frontier molecular orbitals of the reacting species. The spectral data of the isoxazolines 3–7 are examined, whereas their structure was fully characterized by X‐ray analysis.

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