C3??Symmetric Trisimidazoline??Catalyzed Enantioselective Bromolactonization of Internal Alkenoic Acids

…, A Nakamura, T Matsushita, M Shimura…

Index: Murai, Kenichi; Nakamura, Akira; Matsushita, Tomoyo; Shimura, Masato; Fujioka, Hiromichi Chemistry - A European Journal, 2012 , vol. 18, # 27 p. 8448 - 8453

Full Text: HTML

Citation Number: 55

Abstract

Abstract A method for conducting enantioselective bromolactonization reactions of trisubstituted alkenoic acids, using the C 3-symmetric trisimidazoline 1 and 1, 3-dibromo-5, 5- dimethyl hydantoin as a bromine source, has been developed. The process generates chiral δ-lactones that contain a quaternary carbon. The results of studies probing geometrically different olefins show that (Z)-olefins rather than (E)-olefins are favorable substrates for the ...