@article{oai:soar-ir.repo.nii.ac.jp:00012723, author = {Suga, H and Takemoto, H and Kakehi, A}, issue = {2}, journal = {Heterocycles}, month = {Jan}, note = {Among several Lewis acids examined, Sc(OTf)(3) (10 mol%) was found to be the most effective catalyst to promote a Michael addition reaction of N-Boc-2-(tert-butyldimethylsilyloxy)pyrrole to 3-acryloyl-2-oxazolidinone. A slow addition of the 2-silyloxypyrrole in the presence of 1,1,1,3,3,3-hexafluoro-2-propanol (5 equiv.) at -25 degrees C were needed to obtain good yield (77 - 80%). The asymmetric version of the reaction could be performed with good enantioselectivity (up to 82% ee) by using the chiral Sc(III) catalyst (10 mol%), which was prepared from 2,6-bis[(4S)-4-isopropyl-2-oxazolin-2-yl]pyridine and Sc(OTf)(3), in reasonable yield (60 - 70%)., Article, Heterocycles. 71(2): 361-371 (2007)}, pages = {361--371}, title = {Lewis Acid-Catalyzed Michael Addition Reactions of N-Boc-2-silyloxypyrroles to 3-Acryloyl-2-oxazolidinone}, volume = {71}, year = {2007} }