A Catalytic Asymmetric 6π Electrocyclization: Enantioselective Synthesis of 
2-Pyrazolines

Müller, Steffen; List, Benjamin

doi:10.1002/anie.200905035

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A Catalytic Asymmetric 6π Electrocyclization: Enantioselective Synthesis of 2-Pyrazolines

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Müller, Steffen
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Müller, S., & List, B. (2009). A Catalytic Asymmetric 6π Electrocyclization: Enantioselective Synthesis of 2-Pyrazolines. Angewandte Chemie International Edition, 48(52), 9975-9978. doi:10.1002/anie.200905035.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8F75-A

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.