Normandie Univ, INSA Rouen, UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen, France.
J Org Chem. 2022 Jul 15;87(14):9210-9221. doi: 10.1021/acs.joc.2c00937. Epub 2022 Jun 24.
α-Fluorinated acrylates could act as Michael acceptors and become a platform toward the synthesis of relevant complex molecules. Very few conjugate additions have been developed in the literature with these specific substrates, and herein, we reported the first phospha-Michael addition (PMA) on α-trifluoromethylacrylates and α-fluoromethylacrylates. The reaction proved to be highly tolerant and gave original products containing contiguous C-P and C-CFY (Y = F or H) bonds in good to excellent yields and diastereoselectivities.
α-氟代丙烯酸酯可以作为迈克尔受体，并成为合成相关复杂分子的平台。在文献中，用这些特定的底物开发的共轭加成反应很少，在此，我们报道了首例α-三氟甲基丙烯酸酯和α-氟甲基丙烯酸酯的膦迈克尔加成（PMA）反应。该反应具有高度的耐受性，以良好到优秀的收率和非对映选择性得到了含有连续 C-P 和 C-CFY（Y = F 或 H）键的原始产物。
