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Cycloheptadienes multiple functionalization

Given that nucleophile addition to (dienyl)Fe(CO)3 complexes proceeds stereospecifically trans to the metal, the question arises as to whether this can be used to control relative stereochemistry during multiple functionalization of cyclohexadienes and cycloheptadienes. A hypothetical example is shown in Scheme 29, where nucleophile addition is followed by a second hydride abstraction, or its equivalent, to generate a substituted dienyl complex. Addition of a second nucleophile, assuming steieocontrol from the metal, would generate a disubstituted derivative with defined relative stereochemistry. [Pg.685]




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