Canadian journal of chemistry

A study of chiral induction in some diene additions catalyzed by chiral alkoxyaluminum dichlorides

CJ Northcott, Z Valenta

Index: Northcott, Colleen J.; Valenta, Zdenek Canadian Journal of Chemistry, 1987 , vol. 65, p. 1917 - 1923

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Citation Number: 12

Abstract

A reliable procedure for the preparation of the chiral Lewis acid catalysts,(-)-menthoxy-((-)-1) and (-)-bornyloxy-aluminum dichloride ((-)-2), has been established for the study of diene additions. The geometry of conformationally mobile α, β-unsaturated carbonyl compounds complexed with these catalysts has been probed using the α-methylene ketones 3 and 4 and 2, 6-dimethyl-1, 4-benzoquinone 5 as dienophiles of fixed geometry. The addition of ...