Martín Rodríguez, María, Nájera, Carmen, Sansano, Jose M., Cózar Ruano, Abel de, Cossío Mora, Fernando Pedro
Binap-gold (I) versus Binap-silver trifluoroacetate complexes as catalysts in 1,3-dipolar cycloadditions of axomethine ylides
MARTÍN RODRÍGUEZ, María, et al. "Binap-gold (I) versus Binap-silver trifluoroacetate complexes as catalysts in 1,3-dipolar cycloadditions of axomethine ylides". Chemistry - A European Journal. Vol. 17, No. 50 (9 Dec. 2011). ISSN 0947-6539, pp. 14224-14233
URI: http://hdl.handle.net/10045/20042
DOI: 10.1002/chem.201101606
ISSN: 0947-6539 (Print)
Abstract: 
The 1,3-dipolar cycloaddition between azomethine ylides and alkenes is efficiently catalysed by [{(Sa)-Binap-Au(tfa)}2] (Binap=2,2′-bis(diphenylphosphino)-1,1′-binaphthyl; tfa=trifluoroacetyl). Maleimides, 1,2-bis(phenylsulfonyl)ethylene, chalcone and nitrostyrene were suitable dipolarophiles even when using sterically hindered 1,3-dipole precursors. The results obtained in these transformations improve the analogous ones obtained in the same reactions catalysed by [Binap–Ag(tfa)]. In addition, computational studies have also been carried out to demonstrate both the high enantioselectivity exhibited by the chiral gold(I) complex, and the non-linear effect observed in this transformation.
Keywords:Asymmetric synthesis, Azomethine, Cycloaddition, Gold, Silver
Wiley-VCH Verlag GmbH & Co. KGaA
info:eu-repo/semantics/article