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Catalytic Conjugate Addition of Allyl Groups to Styryl-Activated Enones

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journal contribution
posted on 28.02.2007, 00:00 by Joshua D. Sieber, Shubin Liu, James P. Morken
Conjugate addition of pinacolato(allyl)boron to benzylidenealkylidene ketones is remarkably facile when catalyzed by Ni(0) and Pd(0) complexes. Simple enones are inert to the reaction conditions, suggesting a significant activating effect by the auxiliary benzylidene unit. A comparison of different catalysts and substrates is provided, as is a mechanistic rationale, and an example of asymmetric catalysis.

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