Issue 24, 2023

Highly diastereo- and enantioselective C2 addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters

Abstract

The direct C2-addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters catalyzed by a chiral squaramide has been achieved. Diverse highly functionalized γ-keto esters bearing a C2-oxazolone at the α-position were afforded in high yields with excellent stereoselectivities (d.r. > 20 : 1 and up to 98% ee).

Graphical abstract: Highly diastereo- and enantioselective C2 addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters

Supplementary files

Article information

Article type
Communication
Submitted
07 feb 2023
Accepted
01 mar 2023
First published
01 mar 2023

Chem. Commun., 2023,59, 3606-3609

Highly diastereo- and enantioselective C2 addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters

L. Lin, M. Wang, J. Zhou, F. Li and H. Liu, Chem. Commun., 2023, 59, 3606 DOI: 10.1039/D3CC00554B

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