Complete Regio‐ and Stereoselective Construction of Highly Substituted Silyl Enol Ethers by Three‐Component Coupling

Akira Tsubouchi, Shouko Enatsu, Ryo Kanno, Takeshi Takeda

Angewandte Chemie International Edition · 2010 · 39 citations · 40 references

Concepts

Abstract

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.

References

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