First Highly Regio??and Diastereoselective [3+ 2] Cycloaddition of Chiral Nonracemic Fischer Carbene Complexes with Azomethine Ylides: An Enantioselective …

J Barluenga, MA Fernández??Rodríguez…

Index: Barluenga, Jose; Fernandez-Rodriguez, Manuel A.; Aguilar, Enrique; Fernandez-Mari, Felix; Salinas, Alejandro; Olano, Bernardo Chemistry - A European Journal, 2001 , vol. 7, # 16 p. 3533 - 3544

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Citation Number: 47

Abstract

Abstract A new procedure for the synthesis of 1, 3, 4-trisubstituted and 1, 4-disubstituted pyrrolidin-2-one derivatives in an enantioselective fashion is reported. The 1, 3-dipolar cycloaddition of (±)-menthol and (−)-8-phenylmenthol derived Fischer alkoxy alkenyl carbene complexes with in situ generated functionalized azomethine ylides gives the corresponding cycloadducts as chelated tetracarbonyl Fischer carbene complexes. Only ...