TY - JOUR
T1 - Palladium-catalyzed asymmetric quaternary stereocenter formation
AU - Gottumukkala, A.L.
AU - Matcha, K.
AU - Lutz, M.
AU - de Vries, J.G.
AU - Minnaard, A.J.
PY - 2012
Y1 - 2012
N2 - 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.
AB - 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.
U2 - 10.1002/chem.201200694
DO - 10.1002/chem.201200694
M3 - Article
SN - 0947-6539
VL - 18
SP - 6907
EP - 6914
JO - Chemistry-A European Journal
JF - Chemistry-A European Journal
IS - 22
ER -