Stereoselective Synthesis of Fluoroalkenoates and Fluorinated Isoxazolidinones: N??Substituents Governing the Dual Reactivity of Nitrones

GK Prakash, Z Zhang, F Wang, M Rahm…

Index: Prakash, G.K. Surya; Zhang, Zhe; Wang, Fang; Rahm, Martin; Ni, Chuanfa; Iuliucci, Marc; Haiges, Ralf; Olah, George A. Chemistry - A European Journal, 2014 , vol. 20, # 3 p. 831 - 838

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Citation Number: 6

Abstract

Abstract α-Fluoroalkenoates and 4-fluoro-5-isoxazolidinones are of vast interest due to their potential biological applications. We now demonstrate the syntheses of (E)-α- fluoroalkenoates and 4-fluoro-5-isoxazolidinones by the reactions between nitrones and α- fluoro-α-bromoacetate. By altering N-substituents in nitrones,(E)-α-fluoroalkenoates and 4- fluoro-5-isoxazolidinones can be achieved, respectively, with high chemo-and ...

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