Enantioselective Diels-Alder reactions catalyzed by chiral magnesium lewis acids prepared from hydroxysulfoxides

M Ordoñez, V Guerrero-de La Rosa, V Labastida…

Index: Ordonez; Guerrero-De La Rosa; Labastida; Llera Tetrahedron Asymmetry, 1996 , vol. 7, # 9 p. 2675 - 2686

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Citation Number: 37

Abstract

Enantioselective Diels-Alder reactions were conducted successfully using chiral magnesium complexes prepared from magnesium iodide and chiral hydroxysulfoxides derived from (R)- and (S)-methyl 1-naphthyl sulfoxide. Convenient methods for the preparation of these chiral sulfoxides have also been developed. Hydroxysulfoxide 6 (and its enantiomer 10) showed the highest enantioselectivity.