Jump to main content
Jump to site search


Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

Author affiliations

Abstract

The desymmetrization of p-quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2,5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19 : 1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.

Graphical abstract: Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

Back to tab navigation

Supplementary files

Publication details

The article was received on 12 Nov 2018, accepted on 15 Nov 2018 and first published on 04 Dec 2018


Article type: Communication
DOI: 10.1039/C8CC08985J
Citation: Chem. Commun., 2019, Advance Article
  •   Request permissions

    Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

    L. Xie, S. Dong, Q. Zhang, X. Feng and X. Liu, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C8CC08985J

Search articles by author

Spotlight

Advertisements