Journal
CANADIAN JOURNAL OF CHEMISTRY
Volume 86, Issue 8, Pages 769-773Publisher
CANADIAN SCIENCE PUBLISHING
DOI: 10.1139/V08-080
Keywords
Prins cyclization; bismuth(III) triflate; homoallyl alcohol; 4-amidotetrahydropyrans
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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.
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