B(C6F5)3-catalyzed Prins/Ritter reaction: a novel synthesis of hexahydro-1H-furo[3,4-c]pyranyl amide derivatives |
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| Authors: | B.V. Subba Reddy Supriya Ghanty Ch. Kishore B. Sridhar |
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| Affiliation: | 1. Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India;2. Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India;3. An Associate Institution of University of Hyderabad, Hyderabad 500 046, India |
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| Abstract: | The coupling of aldehydes or ketones with (2-(4-methoxyphenyl)-4-methylenetetrahydrofuran-3-yl)methanol in the presence of nitriles under the influence of 5 mol % tris(pentaflourophenyl)borane at room temperature afforded a novel series of cis-fused hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high selectivity. This is the first report on the synthesis of hexahydro-1H-furo[3,4-c]pyranyl amide through a sequential Prins/Ritter reactions using B(C6F5)3 as a mild Lewis acid. |
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| Keywords: | Prins/Ritter cascade process Tris (petaflourophenyl)borane cis-Fused furopyranylamide derivatives |
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