Gold-catalyzed annulation/fragmentation: formation of free gold carbenes by retro-cyclopropanation.
The gold(I)-catalyzed cyclization of 1-(prop-2-yn-1-yl)-2-alkenylbenzenes substituted at the benzylic position with OR groups gives 1,3-disubstituted naphthalenes with concomitant fragmentation of the alkene. One of these annulations proceeds by a retro-cyclopropanation that leads to free gold(I) carbenes.
Solorio-Alvarado
César R
CR
Institute of Chemical Research of Catalonia (ICIQ), 43007 Tarragona, Spain.
Echavarren
Antonio M
AM
D001555:Benzene Derivatives / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D001555:Benzene Derivatives; D003521:Cyclopropanes; D050607:Organogold Compounds; C030011:carbene; D008697:Methane