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Experimental and theoretical study on the olefin metathesis of alkenyl Baylis-Hillman adducts using second-generation Grubbs catalyst.
- Source :
-
Organic letters [Org Lett] 2004 Sep 16; Vol. 6 (19), pp. 3313-6. - Publication Year :
- 2004
-
Abstract
- [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.
Details
- Language :
- English
- ISSN :
- 1523-7060
- Volume :
- 6
- Issue :
- 19
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 15355040
- Full Text :
- https://doi.org/10.1021/ol048776i