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Phospha-Michael Addition on α-Fluorinated Acrylates: A Straightforward Access to Polyfunctionalized Fine Chemicals
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2022-06-24 , DOI: 10.1021/acs.joc.2c00937
Xin Huang 1 , Tatiana Besset 1 , Philippe Jubault 1 , Samuel Couve-Bonnaire 1
Affiliation  

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-CFY2 (Y = F or H) bonds in good to excellent yields and diastereoselectivities.

中文翻译:

α-氟化丙烯酸酯上的磷酸盐-迈克尔加成:直接获得多官能化精细化学品

α-氟化丙烯酸酯可以作为迈克尔受体,成为合成相关复杂分子的平台。文献中很少有关于这些特定底物的共轭加成,在本文中,我们报道了 α-三氟甲基丙烯酸酯和 α-氟甲基丙烯酸酯上的第一个 phospha-Michael 加成 (PMA)。该反应被证明是高度耐受的,并产生含有连续 CP 和 C-CFY 2 (Y = F 或 H) 键的原始产物,具有良好的产率和非对映选择性。
更新日期:2022-06-24
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