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- W4381333629 abstract "The development of catalytic asymmetric reaction with water as the reactant is challenging due to the reactivity- and stereoselectivity-control issues resulted from the low nucleophilicity and the small size of water. We disclose herein a chiral phosphoric acid (CPA) catalyzed atroposelective ring-opening reaction of biaryl oxazepines with water. A series of biaryl oxazepines undergo the CPA catalyzed asymmetric hydrolysis in a highly enantioselective manner. The key for the success of this reaction is the use of a new SPINOL-derived CPA catalyst and the high reactivity of biaryl oxazepine substrates towards water under acidic conditions. Density functional theory calculations suggest that the reaction proceeds via a dynamic kinetic resolution pathway and the CPA catalyzed addition of water to the imine group is both enantio- and rate-determining." @default.
- W4381333629 created "2023-06-21" @default.
- W4381333629 creator A5003213424 @default.
- W4381333629 creator A5006397862 @default.
- W4381333629 creator A5009825671 @default.
- W4381333629 creator A5016191673 @default.
- W4381333629 creator A5024861570 @default.
- W4381333629 creator A5039352081 @default.
- W4381333629 creator A5046866779 @default.
- W4381333629 creator A5077954689 @default.
- W4381333629 date "2023-07-06" @default.
- W4381333629 modified "2023-09-24" @default.
- W4381333629 title "Chiral Phosphoric Acid Catalyzed Asymmetric Hydrolysis of Biaryl Oxazepines for the Synthesis of Axially Chiral Biaryl Amino Phenol Derivatives" @default.
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