A facile synthesis of novel pyrrolizidines under classical and ultrasonic conditions

Novel pyrrolizidines (1) were synthesized from 1,3-dipolar cycloaddition of azomethine ylides and dipolarophiles (4). The reactions were highly diastereoselective and regioselective and were carried out under reflux and ultrasonic condition at room temperature. In general, milder conditions and moderate improvements in rates and reaction times were observed when ultrasonic condition was used. The products were obtained in high yields, and their structures were determined by H-1 and C-13 NMR spectral data and X-ray diffraction. (c) 2007 Elsevier B.V. All rights reserved.