Communication
A Catalytic Asymmetric 6 π Electrocyclization: Enantioselective Synthesis of 2-Pyrazolines†
Steffen Müller,
Benjamin List Prof. Dr.,
Steffen Müller
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
Search for more papers by this authorBenjamin List Prof. Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
Search for more papers by this authorSteffen Müller,
Benjamin List Prof. Dr.,
Steffen Müller
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
Search for more papers by this authorBenjamin List Prof. Dr.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
Search for more papers by this author†
We thank our X-ray department and D. Bock for crystal structure analysis and H. van Thienen and Dr. V. Wakchaure for technical assistance. Generous support by the Max Planck Society, the Deutsche Forschungsgemeinschaft (SPP 1179, Organokatalyse), and the Fonds der Chemischen Industrie (Award to B.L. and Fellwoship to S.M.) is gratefully acknowledged.
Graphical Abstract
A closer look at α,β-unsaturated hydrazonium ions reveals that they are isoelectronic to the pentadienyl anion, making them suitable substrates to undergo 6π electrocyclizations. The enantioselective catalysis of this transformation is achieved for the first time by asymmetric Brønsted acid catalysis.
Supporting Information
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