ChemInform Abstract A properly positioned alkoxide-metal complex, possessing a transferable ligand, can exert a high degree of regio-and stereocontrol on the delivery of that ligand to a second reactive site. Thus, the complex (IV) generated from the quinone (I) undergoes Michael addition at the β-position of the unsaturated carbonyl functionality to give the product (V). Similarly, the use of such tandem 1,2/1,4-additions permits the preparation of products with defined stereochemistry such as (VIII) or (XII); the X-ray structure of (VIII) is determined. These conjugate addition processes are not restricted to the delivery of carbon nucleophiles; the alkoxyaluminum hydride complex derived from (XIV) and LiAlH4 delivers a hydride ion at the cis-position with regard to the OH moiety to give the product (XV).
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