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Oxidative Cyclization of Unsaturated Ketene Dithioacetals with Ceric Ammonium Nitrate to Form Bicyclic Lactones |
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| Authors: | Barry B Snider Bo Shi Cheri A Quickley |
| Institution: | Department of Chemistry, Brandeis University, Waltham, MA 02454-9110, USA |
| Abstract: | Ceric ammonium nitrate oxidizes unsaturated ketene dithioacetals in wet MeCN to give cation radicals that cyclize to trisubstituted double bonds and styrenes by cation-like cyclizations leading to cyclic cation radicals that are transformed by further oxidation, hydrolysis and cyclization to bicyclic lactones in moderate to good yield. |
| Keywords: | cation-like cyclization ceric ammonium nitrate bicyclic lactones |
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