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Environment Friendly Organic Synthesis Using Bismuth Compounds. An Efficient Method For Carbonyl-Ene Reactions Catalyzed By Bismuth Triflate, Ram S. Mohan, Erin D. Anderson, Justin J. Ernat, Mai P. Nguyen, Ann C. Palma
Environment Friendly Organic Synthesis Using Bismuth Compounds. An Efficient Method For Carbonyl-Ene Reactions Catalyzed By Bismuth Triflate, Ram S. Mohan, Erin D. Anderson, Justin J. Ernat, Mai P. Nguyen, Ann C. Palma
Ram S. Mohan
Bismuth triflate (0.1 mol %) is a highly efficient catalyst for the cyclization of citronellal 1, a reaction that yields a ratio of 80:20 of isopulegol 2 and neoisopulegol 3. This methodology has also been extended to the synthesis of substituted piperidines. The bismuth triflate catalyzed ene reaction of aldehyde 4 gives a 70:30 mixture of piperidines 5 and 6. The advantages of these methods include the use of a highly efficient catalyst that is relatively nontoxic, cheap and easy to handle.