Related Experiment Video
Updated: Feb 13, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Catalytic [1,3] O-to-C Rearrangement: Rapid Access to Bridged Bicyclic Systems
Jiantao Zhang1, Zhehui Liao1, Lianfen Chen1
1School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P.R. China.
Abstract:
A catalytic [1,3] O-to-C rearrangement from enyne-ethers was developed for the rapid synthesis of diverse bridged bicyclic systems. In this reaction, a vinyl oxonium intermediate, generated in situ from enyne-ether, was the precursor for the [1,3] O-to-C rearrangement. This versatile protocol represents the first example of catalytic [1,3] O-to-C rearrangement based on ring-expansion strategy, enabling efficient access to bridged bicyclic scaffolds.
Related Concept Videos
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Design Example: Strain Gauge Bridge or Wheatstone Bridge
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Wheatstone Bridge
Thus, for accurate resistance measurements, a...
Bridge rectifier
Operationally, the bridge rectifier allows current flow through two of its diodes during each...
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement

