The use of trans-2,3-divinyl epoxides as precursors to carbonyl ylides |
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| Authors: | Whe-Narn Chou James B. White |
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| Affiliation: | Department of Chemistry, Box 19065, The University of Texas at Arlington, Arlington, Texas 76019 U.S.A. |
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| Abstract: | trans-2,3-Divinyl epoxides have been found to be good substrates for the generation of carbonyl ylides in CCl4 and 145 °C. These ylides, to a limited extent, undergo isomerization to cis-2,3-divinyl epoxides, leading to the isolation of 4,5-dihydrooxepins. Of greater potential usefulness is the finding that these ylides can be efficiently trapped in an intermolecular sense by a dipolarophile, leading to dihydrofurans. |
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| Keywords: | trans-2,3-divinyl epoxides carbonyl ylides [3+2] cycloadditions synthesis of furans synthesis of 4,5-dihydrooxepins |
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