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- W2234777023 endingPage "100" @default.
- W2234777023 startingPage "91" @default.
- W2234777023 abstract "A practical and convenient method for the efficient and regio- and stereoselective ring-opening of enantiopure monosubstituted epoxides by sodium azide under hydrolytic conditions is reported. The ring-opening of enantiopure styryl and pyridyl (S)-epoxides by N3− in hot water takes place preferentially at the internal position with complete inversion of configuration to produce (R)-2-azido ethanols with up to 99% enantio- and regioselectivity, while the (S)-adamantyl oxirane provides mainly the (S)-1-adamantyl-2-azido ethanol in excellent yield. In general, 1,2-amino ethanols were obtained in high yield and excellent enantiopurity by the reduction of the chiral 1,2-azido ethanols with PPh3 in water/THF, and then converted into the Boc or acetamide derivatives." @default.
- W2234777023 created "2016-06-24" @default.
- W2234777023 creator A5038924796 @default.
- W2234777023 creator A5043420353 @default.
- W2234777023 creator A5062334556 @default.
- W2234777023 creator A5068537055 @default.
- W2234777023 creator A5071936477 @default.
- W2234777023 creator A5074637852 @default.
- W2234777023 creator A5089708443 @default.
- W2234777023 date "2016-02-01" @default.
- W2234777023 modified "2023-10-01" @default.
- W2234777023 title "Synthesis of enantiopure 1,2-azido and 1,2-amino alcohols via regio- and stereoselective ring-opening of enantiopure epoxides by sodium azide in hot water" @default.
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