Issue 22, 2024

Palladium catalyzed stereoselective intramolecular [3 + 2] cycloaddition reactions of (E) & (Z)-ene-vinylidenecyclopropanes

Abstract

A palladium-catalyzed ring-opening cyclization of (E) & (Z)-ene-vinylidenecyclopropanes has been developed via an intramolecular [3 + 2] cycloaddition process in the presence of a sterically bulky biaryl phosphine ligand, stereoselectively affording fused cis- & trans-bicyclo[4.3.0] skeletal products in good yields with a broad substrate scope and good functional tolerance. A plausible reaction mechanism was proposed on the basis of previous work and the DFT calculations.

Graphical abstract: Palladium catalyzed stereoselective intramolecular [3 + 2] cycloaddition reactions of (E) & (Z)-ene-vinylidenecyclopropanes

Supplementary files

Article information

Article type
Communication
Submitted
13 Apr 2024
Accepted
10 May 2024
First published
10 May 2024
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2024,22, 4445-4449

Palladium catalyzed stereoselective intramolecular [3 + 2] cycloaddition reactions of (E) & (Z)-ene-vinylidenecyclopropanes

C. Ning, Z. Yu, Y. Wei and M. Shi, Org. Biomol. Chem., 2024, 22, 4445 DOI: 10.1039/D4OB00607K

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