Synlett 2014; 25(07): 932-934
DOI: 10.1055/s-0033-1340919
letter
© Georg Thieme Verlag Stuttgart · New York

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

Authors

  • Alberto Martínez

    Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062999   eMail: list@mpi-muelheim.mpg.de
  • Kristina Zumbansen

    Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062999   eMail: list@mpi-muelheim.mpg.de
  • Arno Döhring

    Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062999   eMail: list@mpi-muelheim.mpg.de
  • Manuel van Gemmeren

    Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062999   eMail: list@mpi-muelheim.mpg.de
  • Benjamin List*

    Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany   Fax: +49(208)3062999   eMail: list@mpi-muelheim.mpg.de
Weitere Informationen

Publikationsverlauf

Received: 04. Februar 2014

Accepted: 16. Februar 2014

Publikationsdatum:
25. März 2014 (online)


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Dedicated to Max Malacria on the occasion of his 65th birthday

Abstract

The proline-catalyzed asymmetric aldol reaction between aliphatic aldehydes and acetone has, to date, remained underdeveloped. Challenges in controlling this reaction include avoiding undesired side reactions such as aldol condensation and self-aldolization. In recent years we have developed optimized conditions, which enable high yields and good to excellent enantioselectivities, and which are presented in this communication.

Supporting Information