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Synthesis of pisiferol revisited; control of stereochemistry in an intramolecular Diels-Alder reaction |
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| Authors: | Edward J. Bush David W. Jones Mark Thornton-Pett |
| Affiliation: | School of Chemistry, University of Leeds, Leeds LS2 9JT, U.K. |
| Abstract: | Thermolysis of 4(X=H) gives 6a and 6b(X=H) in a ratio of 1:4 whereas 4 (X=SO2Ph) gives more of the trans-ring junction product 6a(X=SO2Ph) suitable for the synthesis of pisiferol [ratio 6a : 6b(X=SO2Ph) = 1.5:1]. |
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