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Journal Article

Direct Catalytic Asymmetric Synthesis of Pyrazolidine Derivatives

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http://pubman.mpdl.mpg.de/cone/persons/resource/persons58744

Lehmann,  Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Deiana, L., Zhao, G.-L., Leijonmarck, H., Sun, J., Lehmann, C. W., & Córdova, A. (2012). Direct Catalytic Asymmetric Synthesis of Pyrazolidine Derivatives. ChemistryOpen, 1(3), 134-139. doi:10.1002/open.201200015.


Cite as: http://hdl.handle.net/11858/00-001M-0000-000E-EC06-4
Abstract
Simple yet effective: A highly enantioselective, metal-free cascade reaction between di-1,2-N-protected hydrazine and α,β-unsaturated aldehydes is disclosed. The catalytic, asymmetric cascade transformation is a direct entry to 3-hydroxypyrazolidine and 3-allylpyrazolidine derivatives in one step and two steps, respectively, with >19:1 d.r. and 98–99 % ee using simple chiral pyrrolidines as catalysts.