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Gold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers; synthesis of substituted 1,3-dienes.
- Source :
-
Organic & biomolecular chemistry [Org Biomol Chem] 2011 Nov 07; Vol. 9 (21), pp. 7535-8. Date of Electronic Publication: 2011 Sep 22. - Publication Year :
- 2011
-
Abstract
- Synthesis of substituted 1,3-dienes was achieved via gold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers. The N-heterocyclic carbene gold chloride catalyst (IPrAuCl) was superior in terms of activity and selectivity and afforded the 3,3-product in excellent yields. A proposed cation-π inter-action played a significant role in affecting the reaction rate.
Details
- Language :
- English
- ISSN :
- 1477-0539
- Volume :
- 9
- Issue :
- 21
- Database :
- MEDLINE
- Journal :
- Organic & biomolecular chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 21938297
- Full Text :
- https://doi.org/10.1039/c1ob06297b