Double catalytic enantioselective Michael addition reactions of tertiary nucleophile precursors—tertiary/quaternary and quaternary/quaternary carbon–carbon bond formations |
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Authors: | Hiroshi Yanagita Kazuhiro Kodama Shuji Kanemasa |
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Affiliation: | bInstitute for Materials Chemistry and Engineering, Kyushu University, 6-1 Kasugakoen, Kasuga 816-8580, Japan |
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Abstract: | Enantioselective Michael addition reactions of tertiary nucleophile precursors, such as substituted malononitriles and cyclic 1,3-diketones, can be successfully activated by the metal complexes derived from R,R-DBFOX/Ph chiral ligand and cationic metal salts. With this method, the enantioselective tertiary/quaternary and quaternary/quaternary carbon–carbon bond formations can be achieved. Use of alcohol solvents is essential for the success, and ,β-unsaturated amides of 3,5-dimethylpyrazole are much better acceptors than those of 2-oxazolidinone. |
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