Palladium-catalyzed asymmetric quaternary stereocenter formation
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Publication date
2012
Authors
Gottumukkala, A.L.
Matcha, K.
Lutz, M.
de Vries, J.G.
Minnaard, A.J.
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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 PdCl2, PhBOX, and AgSbF6, 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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Gottumukkala, A L, Matcha, K, Lutz, M, de Vries, J G & Minnaard, A J 2012, 'Palladium-catalyzed asymmetric quaternary stereocenter formation', Chemistry-A European Journal, vol. 18, no. 22, pp. 6907-6914. https://doi.org/10.1002/chem.201200694