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Stereoselective Synthesis of 4‑Substituted Cyclic Sulfamidate-5-Phosphonates by Using Rh-Catalyzed, Asymmetric Transfer Hydrogenation with Accompanying Dynamic Kinetic Resolution

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posted on 2015-09-04, 00:00 authored by Yeon Ji Seo, Jin-ah Kim, Hyeon-Kyu Lee
Dynamic kinetic resolution driven, asymmetric transfer hydrogenation of 4-substituted cyclic sulfamidate imine-5-phosphonates produces the corresponding cyclic sulfamidate-5-phosphonates. The process employs a HCO2H/Et3N mixture as the hydrogen source and the chiral Rh catalysts, (R,R)- or (S,S)-Cp*RhCl­(TsDPEN), and it takes place at room temperature within 1 h with high yields and high levels of stereoselectivity.