Transition-Metal-Mediated Exo-Selective Diels-Alder Reactions for the Preparation of Octalones with Unusual Stereochemistries. Reactions of 2-Cobaloxime- …

BM Richardson, ME Welker

Index: Richardson, B. Matthew; Welker, Mark E. Journal of Organic Chemistry, 1997 , vol. 62, # 5 p. 1299 - 1304

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Citation Number: 18

Abstract

2-Cobaloxime-(E)-1, 3-pentadienyl complexes (cobaloxime= pyridine (dimethylglyoxime) 2cobalt (III)) react with a variety of cyclohexenones in [4+ 2] cycloaddition reactions. These cycloaddition reactions produce octalones with cis ring junctions through exo transition states. The octalones are removed from the cobalt via demetalation reactions that replace the cobalt with a hydrogen and provide pyr (dmg) 2CoMe, which can be recycled into the ...