RT Journal Article
T1 Skeletal diversity in Pt- and Au-catalyzed annulations of allenedienes: dissecting unconventional mechanistic pathways
A1 Nelson, Ronald
A1 Calvelo Souto, Martín
A1 García Fandiño, Rebeca
A1 Lledós, Agustí
A1 Ujaque, Gregori
A1 Mascareñas Cid, José Luis
A1 López García, Fernando
AB We describe the discovery of unprecedented annulation processes of 1,7-allenedienes, promoted by Pt or Au catalysts. These transformations revealed mechanistic pathways that had not been previously observed in reactions involving carbophilic catalysis. In particular, we have found that allenedienes bearing a silyl ether in the carbon tether connecting the diene and the allene divergently afford cyclopropane-embedded tricyclic derivatives, 6,6-fused bicarbocyclic products or 5,6-fused bicarbocyclic systems, depending on the type of Au or Pt catalyst used. We have carried out experimental and computational studies that shed light on the mechanistic reasons behind this rich and unusual skeletal divergence, and provide new lessons on the drastic influence of platinum ancillary ligands on the reaction outcome
PB Royal Society of Chemistry
YR 2020
FD 2020
LK http://hdl.handle.net/10347/22785
UL http://hdl.handle.net/10347/22785
LA eng
NO Chem. Sci., 2020,11, 4209-4220
NO This work received financial support from the Spanish MINECO (SAF2016-76689-R, CTQ2016-77047-P, CTQ2017-84767-P, CTQ2017-87889-P, RYC-2016-20335 and RTI2018-098795-A-I00), the Xunta de Galicia (ED431C 2017/19, 2015-CP082, Centro Singular de Investigación de Galicia accreditation 2019–2022, ED431G 2019/03 and predoctoral fellowship ED481A-2017/068 to M. C.), the ERDF, ERC (Adv. Grant No. 340055), the Orfeo-Cinqa network (CTQ2016-81797-REDC) and CONICYT (grant to RN: PFCHA/72130218)
DS Minerva
RD 30 abr 2026