RT Journal Article
T1 Nickel-Catalyzed Intramolecular [3 + 2 + 2] Cycloadditions of Alkylidenecyclopropanes. A Straightforward Entry to Fused 6,7,5- Tricyclic Systems
A1 Saya Codesal, Lucía
A1 Fernández, Israel
A1 Mascareñas Cid, José Luis
A1 López García, Fernando
K1 Alkylidenecyclopropanes
K1 Cycloadditions
K1 Nickel
AB A highly diastereo- and chemoselective intramolecular nickel-catalyzed cycloaddition of alkene- and alkyne-tethered alkynylidenecyclopropanes is reported. The method constitutes the first fully intramolecular [3 + 2 + 2] alkylidenecyclopropropane cycloaddition occurring via a proximal cleavage of the cyclopropane and makes it possible to build relevant 6,7,5-tricyclic frameworks in a single-pot reaction. Importantly, the reaction outcome is highly dependent on the characteristics of the nickel ligands.
PB American Chemical Society
SN 1523-7060
YR 2014
FD 2014-09-18
LK http://hdl.handle.net/10347/12377
UL http://hdl.handle.net/10347/12377
LA eng
NO Saya, L., Fernández, I., López, F., and Mascareñas, J. L. (2014), Nickel-Catalyzed Intramolecular [3 + 2 + 2] Cycloadditions of Alkylidenecyclopropanes. A Straightforward Entry to Fused 6,7,5-Tricyclic Systems. Org. Lett., 2014,16 (19), pp 5008–5011. doi: 10.1021/ol502288x
NO This work was supported by the Spanish MINECO (SAF2010-20822-C02-01/02, CTQ2010-20714-C02-01/BQU, CTQ2013-44303-P and CSD2007-00006, Consolider-Ingenio), the ERDF, the Xunta de Galicia (GRC2010/12, GR2013-041, INCITE09 209084PR), and the ERC (Adv. Grant. 340055). We thank Dr. G. Bhargava (Punjab Technical University) for initial work and the Orfeo-Cinqa network.
DS Minerva
RD 24 abr 2026