RT journal article
T1 Chemoselective and stereoselective lithium carbenoid mediated cyclopropanation of acyclic allylic alcohols
A1 Durán Peña, María Jesús
A1 Flores-Giubi, M. E.
A1 Botubol Ares, José Manuel
A1 M. Harwood, L.
A1 González Collado, Isidro
A1 Macías Sánchez, Antonio José
A1 Hernández Galán, Rosario
A2 Química Orgánica
AB The reaction of geraniol with different lithium carbenoids generated from n-BuLi and the corresponding dihaloalkane has been evaluated. The reaction occurs in a chemo and stereoselective manner, which is consistent with a directing effect from the oxygen of the allylic moiety. Furthermore, a set of polyenes containing allylic hydroxyl or ether groups were chemoselectively and stereoselectively converted into the corresponding gem-dimethylcyclopropanes in one single step in moderate to good yields mediated by a lithium carbenoid generated in situ by the reaction of n-BuLi and 2,2-dibromopropane.
PB The Royal Society of Chemistry
YR 2016
FD 2016
LK http://hdl.handle.net/10498/20593
UL http://hdl.handle.net/10498/20593
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 07-nov-2026