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Confined Acid-Catalyzed Asymmetric Carbonyl-Ene Cyclization

Luping Liu, Markus Leutzsch, Yiying Zheng, M. Wasim Alachraf, Walter Thiel and Benjamin List*

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

L. Liu, M. Leutzsch, Y. Zheng, M. W. Alachraf, W. Thiel, B. List, J. Am. Chem. Soc., 2015, 137, 13268-13271.

DOI: 10.1021/jacs.5b09484 (free Supporting Information)



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Abstract

Using a confined imidodiphosphate catalyst, a highly enantioselective intramolecular carbonyl-ene reaction of olefinic aldehydes delivers diverse trans-3,4-disubstituted carbo- and heterocyclic five-membered rings in high yields and with good to excellent diastereo- and enantioselectivities.

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Key Words

Pyrrolidines, Alder-Ene Reaction, Organocatalysis


ID: J48-Y2015