Angewandte Chemie International Edition · 2005 · 109 citations · 61 references
Natural SciencesChemistryCatalysisOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAsymmetric Heterocycle SynthesisEnantioselective Catalyst DesignHydrolysisKetonesLewis Acid CatalysisLewis AcidityTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Heterocycle Synthesis
A highly enantioselective methodology allows the preparation of α,β-unsaturated ketones that contain a new stereogenic center at the C5 position. This approach is realized through the title reaction in the presence of chlorotrimethylsilane as a Lewis acid and a rhodium/(S)-binap complex as the catalyst followed by acidic hydrolysis (see scheme). binap=2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl.
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Catalytic asymmetric synthesis
Choice Reviews Online · 2001 · 2.7K citations
Recent Advances in Catalytic Enantioselective Michael Additions
Norbert Krause, Anja Hoffmann‐Röder · Synthesis · 2001 · 946 citations
Enantioselective Conjugate Additions
Mukund P. Sibi, S. Manyem · Tetrahedron · 2000 · 811 citations
Tamio Hayashi, Makoto Takahashi, Yoshiaki Takaya et al. · Journal of the American Chemical Society · 2002 · 585 citations