Catalytic asymmetric aldol reactions in aqueous media using chiral bis-pyridino-18-crown-6-rare earth metal triflate complexes

…, K Manabe, S Ishikawa, S Nagayama…

Index: Hamada, Tomoaki; Manabe, Kei; Ishikawa, Shunpei; Nagayama, Satoshi; Shiro, Motoo; Kobayashi, Sho Journal of the American Chemical Society, 2003 , vol. 125, # 10 p. 2989 - 2996

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Citation Number: 140

Abstract

Catalytic asymmetric aldol reactions in aqueous media have been developed using Pr (OTf) 3 and chiral bis-pyridino-18-crown-6 1. In the asymmetric aldol reaction using rare earth metal triflates (RE (OTf) 3) and 1, slight changes in the ionic diameters of the metal cations greatly affected the diastereo-and enantioselectivities of the products. The substituents (MeO, Br) at the 4-position of the pyridine rings of the crown ether did not significantly ...