通过钯/铜双金属催化的烯丙基乙酸酯的选择性膦酰化反应构建P-手性中心。
P-stereogenic centre via Pd/Cu-bimetallic catalytic selective phosphinylation of allenylic acetates.
作者信息
Li Gen, Hong Shichao, Li Xuechen, Zhao Wenhao, Ye Chaobo, Yu Yi, Jiang Huajie, Yu Jie, Zhang Xue, Ma Shengming, Li Qiankun
机构信息
Department of Applied Chemistry, Anhui Province Engineering Laboratory for Green Pesticide Development and Application, and Anhui Province Key Laboratory of Crop Integrated Pest Management, Anhui Agricultural University, Hefei, China.
Research Centre for Molecular Recognition and Synthesis, Department of Chemistry, Fudan University, Shanghai, China.
出版信息
Nat Commun. 2025 Jul 26;16(1):6916. doi: 10.1038/s41467-025-62204-z.
P-stereogenic organophosphorus compounds are a class of highly important compounds due to their potentials in asymmetric catalysis both as ligands or catalysts and medicinal chemistry. Herein, we report an efficient protocol under bimetallic catalysis of Pd/Cu for highly regio-, E- and enantioselective phosphinylation of allenylic acetates with racemic secondary phosphine oxides forming a wide range of versatile P-stereogenic 1,3-dienyl phosphine oxides with 86-95% ee. The regioselectivity is unique as compared to the traditional catalytic enantioselective allenylations.
P-手性有机磷化合物是一类非常重要的化合物，因为它们在不对称催化中作为配体或催化剂以及在药物化学方面具有潜力。在此，我们报道了一种在钯/铜双金属催化下的有效方法，用于外消旋仲膦氧化物与烯丙基乙酸酯进行高度区域选择性、E-选择性和对映选择性膦酰化反应，形成一系列具有86-95%对映体过量的通用P-手性1,3-二烯基膦氧化物。与传统的催化对映选择性烯丙基化反应相比，该区域选择性是独特的。
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