Heteropoly acid catalyzed synthesis of 8-methyl-2-aryl/alkyl-3-oxabicyclo[3.3.1]non-7-ene derivatives through (3,5)-oxonium-ene reaction |
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| Authors: | R Anjibabu Samaresh Sau B Jagan Mohan Reddy Rajkumar Banerjee BV Subba Reddy |
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| Institution: | 1. Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India;2. Department of Organic Chemistry, Adikavi Nannaya University, Rajahmundry 533 105, India;3. Biomaterials Group, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | A variety of aldehydes undergo a smooth coupling with (4-methylcyclohex-3-en-1-yl)methanol in the presence of 2 mol % of phosphomolybdic acid in dichloromethane to afford 3-oxabicyclo3.3.1]non-7-ene in good yields through 3,5-oxonium-ene cyclization under mild conditions. The use of inexpensive, nontoxic, and readily available heteropoly acid catalyst makes this method simple, convenient, and environmental-friendly. |
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| Keywords: | Heteropoly acid Oxonium-ene reaction Aldehydes Alkenols Oxabicyclo[3 3 1]non-7-ene |
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