Palladium-catalyzed asymmetric quaternary stereocenter formation |
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Authors: | Gottumukkala Aditya L Matcha Kiran Lutz Martin de Vries Johannes G Minnaard Adriaan J |
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Affiliation: | Stratingh Institute for Chemistry, University of Groningen, Groningen, The Netherlands. |
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Abstract: | An efficient palladium catalyst is presented for the formation of benzylic quaternary stereocenters by conjugate addition of arylboronic acids to a variety of β,β-disubstituted carbocyclic, heterocyclic, and acyclic enones. The catalyst is readily prepared from PdCl(2), PhBOX, and AgSbF(6), and provides products in up to 99% enantiomeric excess, with good yields. Based on this strategy, (-)-α-cuparenone has been prepared in only two steps. |
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