Jump to main content
Jump to site search


Water enables an asymmetric cross reaction of α-keto acids with α-keto esters for the synthesis of quaternary isotetronic acids

Author affiliations

Abstract

A water promoted asymmetric aldol/lactonization/enolization cascade reaction of α-keto acids and α-keto esters was developed, affording the first general protocol for the construction of chiral quaternary isotetronic acids with excellent enantioselectivity. Theoretical results indicate that intramolecular ionized enamine intermediates stabilized by water generate zwitterionic transition states in a lower activation energy and higher face selectivity, resulting in high activity and chemo- and enantioselectivity.

Graphical abstract: Water enables an asymmetric cross reaction of α-keto acids with α-keto esters for the synthesis of quaternary isotetronic acids

Back to tab navigation

Supplementary files

Publication details

The article was received on 16 Aug 2019, accepted on 30 Sep 2019 and first published on 08 Oct 2019


Article type: Communication
DOI: 10.1039/C9CC06356K
Chem. Commun., 2019, Advance Article

  •   Request permissions

    Water enables an asymmetric cross reaction of α-keto acids with α-keto esters for the synthesis of quaternary isotetronic acids

    P. Chen, K. Wang, B. Zhang, W. Guo, Y. Liu and C. Li, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC06356K

Search articles by author

Spotlight

Advertisements