Imidazoles and Pyridines as Asymmetric Organocatalysts

1 Asymmetric Reactions Catalysed by Chiral Pyridines and Imidazoles 

Sustainable Catal)fsis Without Metals or Other Endangered Elements, Part 2 

Kawabata developed chiral DMAP derivative 10 having a bicyclic ring system for kinetic resolution of racemic alcohols in 1997. This method provided an efficient way to resolve racemic monoprotected 1,2-diol derivatives such as 11 with isobutyric anhydride to afford recovered 11 in high enantioselectivity. Racemic amino alcohol derivatives including 12 also resolved effectively in the presence of the catalyst 10 with a selectivity 

Miller reported asymmetric aza-Morita-Baylis-Hillman reactions employing allenoate 22 as an a,p-unsaturated carbonyl component in the 

TESCI (1.3 equiv.), Pr2NEt (1.3 equiv.) racemic-eo HCl PraNEt (20 mol%) 

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