An effective one-pot synthesis of 5-substituted tetronic acids

J Org Chem. 2003 Apr 18;68(8):3363-5. doi: 10.1021/jo034083o.

Abstract

An expeditious one-pot synthesis of 5-substituted tetronic acids from aldehydes and terminal conjugated alkyne as starting materials is described. The entire process embodies two consecutive chemical events: a catalytic domino reaction to build the 1,3-dioxolane scaffolds 5 and a two-step acid-catalyzed trans-acetalization-lactonization reaction to furnish the tetronic acid derivatives 6.