Photoinduced metalation of nonactivated C-Cl bonds with samarium diiodide: synthesis of alkenes with high (Z)-selectivity through beta-elimination reactions |
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| Authors: | Concellón José M Rodríguez-Solla Humberto Simal Carmen Huerta Mónica |
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| Institution: | Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, C/Julián Clavería, 8, 33006, Oviedo, Spain. jmcg@fq.uniovi.es |
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| Abstract: | reaction: see text] The photoinduced metalation of nonactivated C-Cl bonds of O-acetyl chlorohydrins is promoted by samarium diiodide. As a result of this, beta-elimination of O-acetyl chlorohydrins is achieved, affording the corresponding (Z)-alkenes with total or high stereoselectivity. |
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