Synthesis of 2,5-disubstituted tetrahydrofurans by stereospecific elimination-cyclization of 1-iodomethyl-1,5-bis-epoxides |
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| Authors: | Marshall James A Chobanian Harry R |
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| Affiliation: | Department of Chemistry, University of Virginia, P.O. Box 400319, Charlottesville, Virginia 22904, USA. jam5x@virginia.edu |
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| Abstract: | [reaction: see text] Treatment of 1-iodomethyl-1,5-bis-epoxides with zinc in refluxing ethanol affords cis or trans 2-vinyl-5-(1-hydroxyethy)-substituted tetrahydrofurans stereospecifically in high yield. |
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