Tetrahedron

Highly enantioselective desymmetrizations of meso-anhydrides

E Schmitt, I Schiffers, C Bolm

Index: Schmitt, Ellen; Schiffers, Ingo; Bolm, Carsten Tetrahedron, 2010 , vol. 66, # 33 p. 6349 - 6357

Full Text: HTML

Citation Number: 21

Abstract

Readily available, low molecular cyclohexane-based organocatalysts promote highly enantioselective desymmetrizations of cyclic meso-anhydrides applying alcohols and benzyl mercaptan as nucleophiles. Both succinic and glutaric anhydrides furnished the corresponding products with up to 96% ee in mostly quantitative yields.