« Previous Abstract"Computational tomography and CFD simulation of a biofilter treating a toluene, formaldehyde and benzo[alpha]pyrene vapor mixture"    Next AbstractHow medicinal chemistry triggers fundamental research in heterocyclic chemistry. The chemistry of 4-hydroxy-2-pyrones and a new imidazole antifungal agent »

Org Lett

Title:		Allenyl sulfones and allenyl sulfides in the synthesis of 3-pyrrolines. A novel nucleophilic [3 + 2] cycloaddition on allenyl sulfones giving rearranged cycloadducts
Author(s):		Moreno-Clavijo E; Carmona AT; Reissig HU; Moreno-Vargas AJ; Alvarez E; Robina I;
Address:		"Departamento de Quimica Organica, Facultad de Quimica, Universidad de Sevilla, 1, E-41012 Seville, Spain"
Journal Title:		Org Lett
Year:		2009
Volume:		11
Issue:		21
Page Number:		4778 - 4781
DOI:		10.1021/ol902097d
ISSN/ISBN:		1523-7052 (Electronic) 1523-7052 (Linking)
Abstract:		"Efficient methodologies for the synthesis of regioisomeric 3-pyrrolines by reaction of electron-deficient imines and sulfur-containing allenyl derivatives are presented. Lithiated thioallenes give 2-aryl-3-phenylsulfonyl-3-pyrrolines, whereas allenyl sulfones furnish the isomeric 2-aryl-4-phenylsulfonyl-3-pyrrolines through migration of the sulfonyl group that catalyzes the nucleophilic [3 + 2] cycloaddition"
Keywords:		Catalysis Cyclization Imines/*chemistry Molecular Structure Pheromones/*chemistry Pyrroles/*chemical synthesis/chemistry Stereoisomerism Sulfides/*chemistry Sulfones/*chemistry;
Notes:		"MedlineMoreno-Clavijo, Elena Carmona, Ana T Reissig, Hans-Ulrich Moreno-Vargas, Antonio J Alvarez, Eleuterio Robina, Inmaculada eng Research Support, Non-U.S. Gov't 2009/10/06 Org Lett. 2009 Nov 5; 11(21):4778-81. doi: 10.1021/ol902097d"