engleski

Inversion of enantioselectivity in quinine-mediated desymmetrization of glutaric meso-anhydrides

An unexpected inversion of enantioselectivity, dependent on the degree of quinine loading, was observed during the desymmetrization of glutaric meso-anhydrides. Decrease of catalyst loading from 1.6 equivalents to 0.1 equivalent caused a clear inversion of stereochemistry - from about 40% ee of R-configuration to about 40% ee of the opposite one. The effect of various carboxylic acid additives was also studied.

quinine ; desymmetrization ; meso-anhydrides

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