Issue 23, 2022

Palladium-catalyzed Lewis acid-regulated cascade annulation of alkynes with unactivated alkenes to access diverse α-methylene-γ-lactones

Abstract

We report herein a novel and versatile divergent carboesterification of unactivated alkenes enabled by Lewis acids and palladium catalysts for the preparation of alkyl substituted α-methylene-γ-lactones in high yields with excellent Z/E selectivities. Downstream late-stage functionalization of (Z)-γ-lactones afford various valuable complex molecules, and has potential utility in organic synthesis and pharmaceutical chemistry.

Graphical abstract: Palladium-catalyzed Lewis acid-regulated cascade annulation of alkynes with unactivated alkenes to access diverse α-methylene-γ-lactones

Supplementary files

Article information

Article type
Research Article
Submitted
21 Sep 2022
Accepted
17 Oct 2022
First published
18 Oct 2022

Org. Chem. Front., 2022,9, 6579-6585

Palladium-catalyzed Lewis acid-regulated cascade annulation of alkynes with unactivated alkenes to access diverse α-methylene-γ-lactones

J. Li, D. He, B. Wang, W. Xiong, C. Qi and H. Jiang, Org. Chem. Front., 2022, 9, 6579 DOI: 10.1039/D2QO01500E

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