Experimental and theoretical study on the olefin metathesis of alkenyl Baylis-Hillman adducts using second-generation Grubbs catalyst.
[reaction: see text] We have investigated the olefin metathesis from alkenyl Baylis-Hillman adducts using second-generation Grubbs catalyst. In the experiment, the ring-closing metathesis (RCM) product could not be found, while the cross-metathesis (CM) products were found. The computational studies provided consistent explanations for the experimental result. The most limiting factor for the RCM process using second-generation Grubbs catalyst is caused by the high strain and steric effect in the metallacyclobutane intermediates.
Lee
Mi Jung
MJ
Department of Chemistry and Institute of Basic Science, Chonnam National University, 300 Yongbong-Dong, Bugku, Gwangju 500-757, Korea.
Lee
Ka Young
KY
Lee
Jin Yong
JY
Kim
Jae Nyoung
JN