Intramolecular Prins cyclisations for the stereoselective synthesis of bicyclic tetrahydropyrans |
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Authors: | Elsworth Jon D Willis Christine L |
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Affiliation: | School of Chemistry, University of Bristol, Bristol, UK BS8 1TS. |
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Abstract: | Methyl (4E,7R)-7-hydroxyoctanoate was prepared in 71% yield from ethyl (R)-3-hydroxybutanoate and on reaction with a series of aldehydes in the presence of TMSOTf gave bicyclic oxygen heterocycles in good yields and with the creation of three new stereogenic centres in a single pot. |
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