Organic & Biomolecular Chemistry 2012-10-14

Organocatalytic asymmetric epoxidation and tandem epoxidation/Passerini reaction under eco-friendly reaction conditions.

Anna Maria Deobald, Arlene G Corrêa, Daniel G Rivera, Márcio Weber Paixão

Index: Org. Biomol. Chem. 10(38) , 7681-4, (2012)

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Abstract

An eco-friendly synthesis of highly functionalized epoxides and their incorporation into an organocatalytic multicomponent approach are reported. For this, a modified class of diarylprolinol silyl ethers was designed to enable high catalytic activity in an environmentally benign solvent system. The one-pot procedure showed great efficiency in promoting stereoselective multicomponent transformations in a tandem, 'green' fashion. Because of its non-residual, efficient and selective character, this synthetic design shows promise for large-scale applications in both diversity and target-oriented syntheses.