期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 70, 期 7, 页码 2503-2508出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo047831y
关键词
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C-2-Syinmetric bicyclo [2.2.2]octa-2,5-dienes containing benzyl, phenyl, and substituted phenyl groups at 2 and 5 positions were prepared enantiomerically pure by way of bicyclo[2.2.2]octane-2,5-dione as a key intermediate. These chiral diene ligands were successfully applied to rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to alpha,beta-unsaturated ketones. High enantioselectivity (up to 99% ee) as well as high catalytic activity was observed in the addition to both cyclic and linear substrates.
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