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New very mild conditions for the opening of an epoxide assisted by a neighboring carbonyl group |
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| Authors: | Alexandre WaltherDelphine Josien-Lefebvre Claude Le Drian |
| Affiliation: | Université de Haute Alsace, Institut de Science des Matériaux deMulhouse, LRC-CNRS 7228, 15 rue Jean Starcky, 68057 Mulhouse Cedex, France |
| Abstract: | An epoxide is opened stereo- and regio-selectively by 1,3-endo migration of a phenylthiogroup in almost neutral conditions. The thioether is then reduced to give the alcohol corresponding to the starting epoxide in an excellent yield. |
| Keywords: | Epoxide opening Iodine catalysis Intramolecular migration Regioselectivity Zinc iodide |
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