Applications of Allylsamarium Bromide as a Grignard Reagent and a Single‐Electron Transfer Reagent in the One‐Pot Synthesis of Dienes and Trienes |
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| Authors: | Yuanyuan Hu Tao Zhao Songlin Zhang Prof |
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| Institution: | Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Dushu Lake Campus Suzhou University, Suzhou, 215123 (P.R. China), Fax: (+86)?512‐65880353 |
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| Abstract: | The utility of allylsamarium bromide, both as a nucleophilic reagent and a single‐electron transfer (SET) reagent in the reaction of α‐halo, γ‐halo‐α,β‐unsaturated ketones and esters with allylsamarium bromide is reported for the first time in this paper. From a synthetic point of view, a general, efficient and experimentally simple one‐pot method for the preparation of 1,4‐dienes and trienes is developed. A possible mechanism of the transformation is proposed. |
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| Keywords: | alkenes allylsamarium bromide reaction mechanisms samarium single‐electron transfer |
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