Ring Expansion of 2??(1??Hydroxyalkyl) azetidines to 4??(2??Chloroethyl) oxazolidinones

F Couty, B Drouillat, F Lemée

Index: Couty, Francois; Drouillat, Bruno; Lemee, Frederic European Journal of Organic Chemistry, 2011 , # 4 p. 794 - 801

Full Text: HTML

Citation Number: 6

Abstract

Abstract 2-(1-Hydroxyalkyl) azetidines react with bis (trichloromethyl) carbonate (BTC) after basic treatment to afford 4-(2-chloroethyl) oxazolidinones. The scope of this rearrangement was examined in detail and its efficiency was shown to depend on the class of the reacting alcohol and on the substitution pattern on the azetidine ring.