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Probing the mechanism of Prins cyclisations and application to the synthesis of 4-hydroxytetrahydropyrans
Authors:Barry Conor S  Bushby Nick  Harding John R  Hughes Rachael A  Parker Gregory D  Roe Richard  Willis Christine L
Affiliation:School of Chemistry, University of Bristol, Cantock's Close, Bristol, UKBS8 1TS. chris.willis@bristol.ac.uk.
Abstract:Trapping intermediates on the Prins cyclisation pathway with carbon-based nucleophiles has given further insight into factors affecting the acid-mediated reactions of homoallylic alcohols with aldehydes, enabling the design of efficient syntheses of 4-hydroxy-2,6-disubstituted tetrahydropyrans.
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