Abstract

Bismuth(III) triflate is found to be an effective Lewis acid in catalyzing a three-component reaction of homoallylic alcohol, carbonyl compound, and nitrile at ambient temperature via the Prins–Ritter sequence to furnish 4-amidotetrahydropyrans in high yields, all with cis selectivity. Spirocyclic 4-amidotetrahydropyrans are obtained in case of cyclic ketones.Key words: Prins cyclization, bismuth(III) triflate, homoallyl alcohol, 4-amidotetrahydropyrans.

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