A facile one-pot synthesis of 3-unsubstituted-2, 4-oxazolidinediones via in situ generation of carbamates from α-hydroxyesters using trichloroacetyl isocyanate

…, L Zhang, PS Tseng, Y Zhang, Y Jin, J Shen, J Jin

Index: Li, Yue H.; Zhang, Li; Tseng, Pei-San; Zhang, Yongliang; Jin, Yu; Shen, Jingkang; Jin, Jian Tetrahedron Letters, 2009 , vol. 50, # 7 p. 790 - 792

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Citation Number: 6

Abstract

A convenient, high yield one-pot methodology for the synthesis of pharmaceutically interesting 3-unsubstituted-2, 4-oxazolidinediones from α-hydroxyesters is described. A primary carbamate was generated in situ from the corresponding α-hydroxyester and trichloroacetyl isocyanate, then converted to the desired 3-unsubstituted 2, 4- oxazolidinedione via intramolecular ring closure. This method is amenable to scale-up ...