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Chiral amine thiourea-promoted enantioselective Michael addition reactions of 3-substituted benzofuran-2(3H)-ones to maleimides.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2010 Dec 17; Vol. 75 (24), pp. 8697-700. Date of Electronic Publication: 2010 Nov 24. - Publication Year :
- 2010
-
Abstract
- A highly diastereo- and enantioselective Michael addition reaction with respect to prochiral 3-substituted benzofuran-2(3H)-ones and maleimides by a chiral bifunctional thiourea-tertiary amine catalyst was investigated. The corresponding adducts, containing a quaternary center at the C3-position of the benzofuran-2(3H)-one as well as a vicinal tertiary center, were generally obtained in high yields (up to 99%) with very good diastereo- (up to >20:1 dr) and enantioselectivities (up to 97% ee).
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 75
- Issue :
- 24
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 21105671
- Full Text :
- https://doi.org/10.1021/jo101832e