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Improved Conditions for the Proline-Catalyzed Aldol Reaction of Acetone with Aliphatic Aldehydes

Alberto Martínez, Kristina Zumbansen, Arno Döhring, Manuel van Gemmeren, Benjamin List*

*Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany, Email: listmpi-muelheim.mpg.de

A. Martínez, K. Zumbansen, A. Döhring, M. van Gemmeren, B. List, Synlett, 2014, 25, 932-934.

DOI: 10.1055/s-0033-1340919 (free Supporting Information)



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Abstract

Challenges in controlling the proline-catalyzed asymmetric aldol reaction between aliphatic aldehydes and acetone include side reactions such as aldol condensation and self-aldolization. Recently optimized conditions enable high yields of the desired addition product and good to excellent enantioselectivities.

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Key Words

aldehydes, aldol addition, asymmetric catalysis, organocatalysis, proline


ID: J60-Y2014