1416133-10-2Relevant articles and documents
Organocatalytic asymmetric one-pot sequential conjugate addition/dearomative fluorination: Synthesis of chiral fluorinated isoxazol-5(4 H)-ones
Meng, Wen-Ting,Zheng, Yan,Nie, Jing,Xiong, Heng-Ying,Ma, Jun-An
, p. 559 - 567 (2013/02/26)
A facile one-pot sequential conjugate addition/dearomative fluorination transformation of isoxazol-5(4H)-ones with nitroolefins and N- fluorobenzenesulfonimide (NFSI) has been developed. By using a bifunctional chiral tertiary amino-thiourea catalyst, a series of chiral fluorinated isoxazol-5(4H)-ones containing one fluorine-substituted quarternary stereocenter were obtained in high yields with high enantio- and diastereoselectivities. Further transformation of adducts could afford isoxazolidin-5-one derivatives with three contiguous stereocenters.