850409-85-7Relevant academic research and scientific papers
Preparation of C2-symmetric bicyclo[2.2.2]octa-2,5-diene ligands and their use for rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids
Otomaru, Yusuke,Okamoto, Kazuhiro,Shintani, Ryo,Hayashi, Tamio
, p. 2503 - 2508 (2005)
(Chemical Equation Presented) C2-Symmetric 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 α,β-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.
