A Rh-catalyzed three-component reaction for the diastereoselective synthesis of pyrazolone derivatives with contiguous quaternary stereocenters

Literature Information

Publication Date 2020-04-13
DOI 10.1039/D0OB00482K
Impact Factor 3.876
Authors

Chaoqun Ao, Jingjing Huang, Xinfang Xu, Shikun Jia, Zhenghui Kang, Wenhao Hu


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Abstract

A diastereoselective three-component reaction of diazo compounds with alcohols and pyrazolinone ketimines by utilizing rhodium(II) catalysis via interception of transient oxonium ylides is reported. The reaction provides an efficient approach for the facile construction of polyfunctionalized pyrazolone derivatives bearing two contiguous quaternary stereocenters in good yields with high regioselectivities and excellent diastereoselectivities.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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