Artículos de revistas
Creation of quaternary stereocenters by the addition of allyltributyltin to chiral cyclic N-acyliminium ions
Registro en:
Tetrahedron-asymmetry. Pergamon-elsevier Science Ltd, v. 11, n. 3, n. 753, n. 764, 2000.
0957-4166
WOS:000086145700005
10.1016/S0957-4166(99)00537-6
Autor
Schuch, CM
Pilli, RA
Institución
Resumen
5,5-Disubstituted pyrrolidinones and 5-substituted pyrrolidinones were obtained with moderate to good diastereoisomeric excess through the cis addition of allyltributyltin and triethylsilane, respectively, to the 4-OTBS group in the N-acyliminium ion prepared from the corresponding 5-hydroxy lactams. Cyclization of an N-allyl-5-propargyl pyrrolidinone and N-allyl-5-allyl-5-substituted pyrrolidinones using Grubbs' catalyst led to the preparation of a dehydropyrre lizinone and dehydroindolizinones containing a quaternary stereocenter. (C) 2000 Elsevier Science Ltd. All rights reserved. 11 3 753 764