Abstract
AbstractThe (E)‐ and (Z)‐α,β‐unsaturated esters, 3 and 4 are prepared by applying a Wittig reaction on the ketone 1. Stable nitrile oxides are added to the stable (E)‐isomer 3 resulting to the formation of the spiro‐derivatives 7, whereas with the unstable nitrile oxides a second stereoisomer 8 is also formed. Mesitonitrile oxide reacts also with the ketone 1 to give the spiro‐cycloadduct 10. The assignment of regio‐isomers 7 was deduced from their spectral data as well as from some molecular orbital considerations.
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