Synthesis and characterization of chiral oxazolidine-2-selones: a general one-step procedure from readily available oxazolines

J Peng, ME Barr, DA Ashburn, JD Odom…

Index: Peng, Jie; Barr, Mary E.; Ashburn, David A.; Odom, Jerome D.; Dunlap, R. Bruce; Silks, Louis A. Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 4977 - 4987

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Citation Number: 25

Abstract

The synthesis of a wide variety of chiral oxazolidine-2-selones from readily available 2- oxazolines has been accomplished in one step with yields ranging from 82 to 98%. A mechanistic investigation of the formation of these selones has indicated the presence of intermediate anions which have been characterized by I3C and 77Se NMR spectroscopy. X- ray crystallographic data suggest the chiral selones exists as dimeric pairs or networks ...