RT journal article
T1 Highly Stereoselective Gem-Dimethylcyclopropanation of Allylic Alcohols Promoted by Alkylidene Titanocenes
A1 Botubol Ares, José Manuel
A1 Castillo Ruiz, Natalia
A1 González Collado, Isidro
A1 Durán Peña, María Jesús
A1 Hernández Galán, Rosario
A2 Química Orgánica
K1 Carbenoids
K1 Chemoselectivity
K1 CpTiCl3
K1 Gem-dimethylcyclopropanation
K1 Titanocene
AB 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.
PB Wiley
SN 2193-5815
YR 2025
FD 2025
LK http://hdl.handle.net/10498/39158
UL http://hdl.handle.net/10498/39158
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 05-nov-2026