Optimization of Grignard ring-opening of α-brominated dioxolanes for the preparation of β-hydroxy-protected vinyl ethers by a three-step one-pot procedure |
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| Authors: | Mathieu André Boris Letribot Martine BayleEmmanuelle Mounetou Jean-Michel Chezal |
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| Institution: | a U990 INSERM, rue Montalembert, BP 184, 63000 Clermont-Ferrand, France
b Littoral Environnement et Sociétés (LIENSs), UMR 7266, CNRS-Université de La Rochelle, 2 rue Olympe de Gouges, F-17042 La Rochelle Cedex 01, France |
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| Abstract: | Aliphatic, cyclic, and aromatic benzoate-protected γ-hydroxy enol ethers were prepared from α-brominated dioxolanes by a three-step reaction procedure and a one-pot protocol involving Grignard reagent formation, ring-opening, and final benzoate protection. Additionally, tert-butyldiphenylsilyl, acetate, and 4,4′-dimethoxytrityl were also successfully used as alternative protecting groups. |
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| Keywords: | Grignard reaction Dioxolane ring-opening Enol ethers Vinyl ethers α-Brominated dioxolanes |
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