Highly Stereoselective Gem ‐Dimethylcyclopropanation of Allylic Alcohols Promoted by Alkylidene Titanocenes
Year: 2025
Type: article
Abstract: A novel methodology for the direct gem ‐dimethylcyclopropanation of a series of acyclic and cyclic primary and secondary allylic alcohols is herein described. The reaction proceeds in a regio‐, chemo‐, and stereoselective manner, affording the corresponding gem ‐dimethylcyclopropane derivatives in moderate yields. We postulate that an alkylidene titanocene, generated in situ from sub‐stoichiometric amounts of low‐valent titanium species, Mg and 2,2‐dichloropropane under mild reaction conditions, serves as the active species. The scope, limitations and a plausible mechanism of this metal‐promoted transformation are also presented.
Institution: Universidad de Cádiz
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,030
OpenAlex ID: W4414373896