Abstract
The stereospecific synthesis of cis and trans diethylenic epoxides 5a-c is reported. Thermal rearrangement of cis epoxides gives 4,5-dihydro-oxepines 6a-c (3,3 sigmatropic reaction with boat transition state); the pyrolysis of the trans epoxides produces also 2,3-dihydro-furans 7a-c; the disrotatory ring closure of a carbonyl ylide is proposed to explain the stereospecific formation of dihydrofuranic compounds.
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