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A diastereoselective synthesis of 4-azidotetrahydropyrans via the Prins-cyclization |
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| Authors: | J.S. Yadav B.V. Subba Reddy Tapas Maity G.G.K.S. Narayana Kumar |
| Affiliation: | Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
| Abstract: | A three component coupling of aldehydes, homoallylic alcohols and sodium azide is achieved in the presence of trifluoroacetic acid in dichloromethane to produce 4-azidotetrahydropyran derivatives in high yields with all cis-selectivity. The use of trifluoroacetic acid makes this procedure simple and cost-effective. |
| Keywords: | Prins-cyclization Sodium azide Homoallylic alcohol 4-Azidotetrahydropyrans |
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