Palladium-Catalyzed Benzylic Phosphorylation of Diarylmethyl Carbonates,Organic Letters

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Palladium-Catalyzed Benzylic Phosphorylation of Diarylmethyl Carbonates
Organic Letters ( IF 4.9 ) Pub Date : 2018-05-25 00:00:00 , DOI: 10.1021/acs.orglett.8b01323
Akihiro Matsude ₁ , Koji Hirano ₁ , Masahiro Miura ₁

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A palladium-catalyzed benzylic substitution of tert-butyl diarylmethyl carbonates with a pinacol-derived H-phosphonate proceeds to deliver the corresponding benzylic phosphorylated products in good yields. Moreover, the asymmetric synthesis is possible via a Pd/(R_p,R′_p)-(S)-Mandyphos-catalyzed kinetic resolution–DYKAT (dynamic kinetic asymmetric transformation) sequence, and optically active α-chiral diarylmethylphosphonates are obtained with synthetically useful yields and enantiomeric ratios (up to 50% and 92:8 er).

中文翻译：

钯催化碳酸二芳基甲酯的苯甲酰磷酸化

用频哪醇衍生的H-膦酸酯进行钯催化的碳酸二叔丁基二芳基甲基酯的苄基取代，以高收率递送相应的苄基磷酸化产物。此外，不对称合成经由钯/（可能是- [R _p，- [R ' p （ - ）小号）-Mandyphos催化动力学拆分- DYKAT（动态动力学不对称转化）序列，和光学活性的α-手性diarylmethylphosphonates与合成获得有用的收率和对映体比率（高达50％和92：8 er）。

更新日期：2018-05-25

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