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. 2013 Jul 19;15(14):3554-7.
doi: 10.1021/ol401370b. Epub 2013 Jul 2.

A tandem organocatalytic α-chlorination-aldol reaction that proceeds with dynamic kinetic resolution: a powerful tool for carbohydrate synthesis

Milan Bergeron-Brlek  1 , Timothy Teoh, Robert Britton
Affiliations

A tandem organocatalytic α-chlorination-aldol reaction that proceeds with dynamic kinetic resolution: a powerful tool for carbohydrate synthesis

Milan Bergeron-Brlek et al. Org Lett. .

Abstract

A tandem, proline-catalyzed α-chlorination/aldol reaction is described that involves a dynamic kinetic resolution of α-chloroaldehyde intermediates. The resulting syn-chlorohydrins are produced with good to excellent diastereoselectivity in high enantiopurity and provide new opportunities for the synthesis of carbohydrates.

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