Complete Regio- and Stereoselective Construction of Highly Substituted Silyl Enol Ethers by Three-Component Coupling
Three components for total control: Trisubstituted silyl enol ethers were prepared by three‐component coupling of α‐silyl α,β‐unsaturated ketones, organocopper reagents, and organic halides with complete regio‐ and stereoselectivity (see scheme). The reaction proceeded through a 1,3 migration of the...
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Veröffentlicht in: | Angewandte Chemie (International ed.) 2010-09, Vol.49 (39), p.7089-7091 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Three components for total control: Trisubstituted silyl enol ethers were prepared by three‐component coupling of α‐silyl α,β‐unsaturated ketones, organocopper reagents, and organic halides with complete regio‐ and stereoselectivity (see scheme). The reaction proceeded through a 1,3 migration of the silyl group via cyclic silicate intermediates, which controlled the configuration of the silyl enol ethers. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201003152 |