环氧烷与氨基反应参考.pdf

TETRAHEDRON LETTERS Pergamon Tetrahedron Letters 43 (2002) 7891–7893 An efficient method for the ring opening of epoxides with aromatic amines catalyzed by bismuth trichloride Thierry Ollevier* and Guillaume Lavie-Compin De´partement de chimie, Universite´ Laval, Que´bec ( Que´bec) , Canada G1K 7P4 Received 26 August 2002; accepted 5 September 2002 Abstract—We describe here the nucleophilic opening of epoxides with aromatic amines in the presence of a catalytic amount of BiCl3. The mild reaction conditions and the low toxicity of bismuth salts make this procedure particularly attractive for the synthesis of -amino alcohols. © 2002 Elsevier Science Ltd. All rights reserved. Due to their ease of formation and wide reactivity with limitations, we report herein a mild and efficient nucleophiles, epoxides are used as starting materials method for the nucleophilic opening of meso -epoxides and intermediates in organic synthesis. The nucleophilic with anilines catalyzed by bismuth(III). The corre- opening of these epoxides has been studied extensively sponding trans--amino alcohols are obtained in good since it provides a suitable route to the formation of yields using bismuth chloride as a catalyst. CC, CN, CO or CS -bonds. There are several references to the opening of epox