Stereoselective trimerization of [(S)R]-[(p-tolylsulfinyl)methyl]-p-quinols and p-quinamines.
[reaction: see text] The asymmetric synthesis of pentacyclic derivatives was achieved in a single step starting from enantiopure [(S)R]-[(p-tolylsulfinyl)methyl]-p-quinols or the nitrogen analogue, through a domino sequence involving four conjugate additions in excellent yields. Eight new stereogenic centers were created in one step and in a highly diastereoselective manner.
Carreño
M Carmen
MC
Departamento de Química Orgánica (C-I), Universidad Autónoma, Cantoblanco, 28049-Madrid, Spain. carmen.carrenno@uam.es
Ribagorda
María
M