Chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reactions.
An effective chiral Lewis acid-catalyzed asymmetric Baylis-Hillman reaction is described. Good to high enantioselectivities were obtained using 3 mol % chiral catalyst. Novel camphor-derived dimerized ligands were prepared from the condensation of (+)-ketopinic acid with the corresponding diamines and hydrazine under acidic conditions. When alpha-naphthyl acrylate was used as a Michael acceptor, the reaction is complete within 20 min with high stereoselectivity and in reasonable chemical yields.
Yang
Kung-Shuo
KS
Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan 116, ROC.
Lee
Wei-Der
WD
Pan
Jia-Fu
JF
Chen
Kwunmin
K