Asymmetric Baeyer-Villiger Reaction with Hydrogen Peroxide Catalyzed by a Novel Planar-Chiral Bisflavin
Shun-Ichi Murahashi*, Satoshi Ono, Yasushi Imada
*Department of Applied Chemistry, Faculty of Engineering, Okayama University
of Science, 1-1, Ridaicho, Okayama 700-0005 (Japan),
Email:murahashi
high.ous.ac.jp
S. Murahashi, S. Ono, Y. Imada, Angew. Chem. Int. Ed., 2002, 41, 2366-2368.
DOI: 10.1002/1521-3773(20020703)41:13<2366::AID-ANIE2366>3.0.CO;2-S
Abstract
The synthesis of a planar-chiral bisflavin catalyst (1) and its use in asymmetric Bayer-Villiger-Oxidations is described.
| R | Yield | ee [%] |
| 4-MeOC6H4 | 67 | 61 (+) |
| Ph | 67 | 63 (S) |
| 4-BrC6H4 | 28 | 68 (+) |
see article for more examples
Key Words
Baeyer-Villiger Oxidation, asymmetric catalysis, biomimetic synthesis, enantioselectivity, lactones, oxidation, hydrogen peroxide, organocatalysis
ID: J06-Y2002-970
