Highly enantioselective Diels–Alder reaction of Danishefsky-type diene and electron-deficient olefins catalyzed by an Yb(III)/chiral bis-urea complex |
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Authors: | Shinji Harada Nozomi Toudou Shiharu Hiraoka Atsushi Nishida |
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Institution: | aGraduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan |
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Abstract: | The synthesis and utility of the novel axially chiral bis-urea ligand BINUREA are described. A complex of this urea ligand with ytterbium triflate and DBU can be used in the catalytic enantioselective Diels–Alder reaction of Danishefsky-type diene and electron-deficient olefins to give the adducts in good to excellent yield and enantiomeric excess (ee). |
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