Guanidine-Urea Bifunctional Organocatalyst for Asymmetric Epoxidation of 1,3-Diarylenones with Hydrogen Peroxide
Shinji Tanaka, Kazuo Nagasawa*
*Department of Biotechnology and Life Science, Faculty of Technology, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan, Email: knagacc.tuat.ac.jp
S. Tanaka, K. Nagasawa, Synlett, 2009, 667-670.
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A highly enantioselective catalytic epoxidation of α,β-unsaturated diaryl enones was achieved with high chemical yield by using aqueous hydrogen peroxide in the presence of a guanidine-urea bifunctional organocatalyst. The catalyst performs cooperatively by interaction of the guanidine group with hydrogen peroxide and the urea group with the enone or vice versa.
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guanidine, urea, organocatalysis, hydrogen peroxide, epoxidation, electron-deficient olefin