TiCl(4) and TiBr(4) rapidly transform cyclopropenylmethyl acetates to (E)-halodienes via ring-opening to allyl-vinyl cations. DFT calculations suggest that the regioselectivity of the halogenation of this cationic intermediate by [TiX(4)OAc](-) is under thermodynamic control, while the stereoselectivity is governed by kinetics.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c0ob01046d | DOI Listing |
Publication Analysis
Top Keywords
cyclopropenylmethyl acetates
8
acetates e-halodienes
8
titanium-mediated rearrangement
4
rearrangement cyclopropenylmethyl
4
e-halodienes ticl4
4
ticl4 tibr4
4
tibr4 rapidly
4
rapidly transform
4
transform cyclopropenylmethyl
4
e-halodienes ring-opening
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!