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Tandem homolytic addition/substitution sequences and their application to tin-free radical chemistry |
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| Authors: | Sofia Lobachevsky Carl H Schiesser Vijay Gupta |
| Institution: | aSchool of Chemistry, The University of Melbourne, Victoria 3010, Australia bBio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Victoria 3010, Australia |
| Abstract: | Alkyl pent-4-enyl selenides (3a, b, e and f), pent-4-enylseleno benzoate (3c) and phenyl (pent-4-enylseleno)formate (3d) act as precursors of alkyl, acyl and oxyacyl radicals by reaction with diethyl 2-phenylselenomalonate (1) under photochemical conditions in a process involving tandem homolytic addition/substitution to afford tetrahydroselenophenes (5, 11) and the corresponding phenylselenides (6). |
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