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Synfacts 2008(5): 0512-0512
DOI: 10.1055/s-2008-1072640
DOI: 10.1055/s-2008-1072640
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Rhodium-Catalyzed Conjugate Addition of Sterically Bulky Silylacetylene to Enones
T. Nishimura*, X.-X. Guo, N. Uchiyama, T. Katoh, T. Hayashi*
Kyoto University, Japan
Further Information
Publication History
Publication Date:
23 April 2008 (online)

Significance
The authors describe a rhodium-catalyzed asymmetric conjugate alkynylation of enones. The sterically bulky substituents on the silicon and phosphorus atoms could suppress the dimerization of alkyne and increase the formation of β-alkynylketones. The combination of (triisopropyl)acetylene and DTBM-segphos ligand was successfully applied to several types of α,β-unsaturated ketones in high yield and high enantioselectivity.