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Direct conversion of tert-butyl 2-hydroxyalkyl sulfides to 1,3-oxathiolanes
Authors:Michael J Porter  Fabienne Saez  Amandeep Kaur Sandhu
Institution:Department of Chemistry, University College London, Christopher Ingold Building, 20 Gordon Street, London WC1H 0AJ, UK
Abstract:tert-Butyl 2-hydroxyalkyl sulfides, prepared by reaction of epoxides with 2-methylpropane-2-thiol, are converted directly to 1,3-oxathiolanes upon treatment with pivalaldehyde and boron trifluoride diethyl etherate in the presence of thioanisole.
Keywords:Heterocycles  Sulfur  Protecting groups  tert-Butyl sulfides  Lewis acids
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