Issue 74, 2024

Divergent synthesis of δ-valerolactones and furanones via palladium or copper-catalyzed α-hydroxycyclopropanol ring opening cyclizations

Abstract

Cyclopropanols are versatile starting materials which can undergo various ring opening reactions due to their intrisic ring strain. Herein, we report two transition metal-catalyzed α-hydroxycyclopropanol ring opening cyclizations to divergently transform the same α-hydroxycyclopropanol substrate into two different products of enhanced value. One is a palladium-catalyzed α-hydroxycyclopropanol ring opening carbonylative lactonization to synthesize δ-valerolactones. The other one is a copper-catalyzed α-hydroxycyclopropanol ring opening cyclization to access furanones.

Graphical abstract: Divergent synthesis of δ-valerolactones and furanones via palladium or copper-catalyzed α-hydroxycyclopropanol ring opening cyclizations

Supplementary files

Article information

Article type
Communication
Submitted
30 jun 2024
Accepted
31 jul 2024
First published
06 aug 2024
This article is Open Access
Creative Commons BY license

Chem. Commun., 2024,60, 10112-10115

Divergent synthesis of δ-valerolactones and furanones via palladium or copper-catalyzed α-hydroxycyclopropanol ring opening cyclizations

P. de Andrade Horn, M. J. E. Collins, C. C. Gudeman, A. A. Fresh and M. Dai, Chem. Commun., 2024, 60, 10112 DOI: 10.1039/D4CC03255A

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