RT Journal Article
T1 Catalytic Stereodivergent Synthesis of Steroid–Fulleropyrrolidine Hybrids
A1 Suarez, Margarita
A1 Ruiz, Alberto
A1 Almagro, Luis
A1 Coro, Julieta
A1 Maroto, Enrique E.
A1 Filippone, Salvatore
A1 Molero, Dolores
A1 Martínez-Alvarez, Roberto
A1 Martín León, Nazario
AB The diastereoselective synthesis of cis and trans steroid-fulleropyrrolidines hybrids by reaction of N-metalated azomethine ylides [Cu(II) or Ag(I)] with the appropriate chiral ligand and C60 is described. The experimental findings reveal that the azomethine ylide stabilized by an allylic group cycloadds to [60]fullerene in an efficient manner and with a good diastereomeric excess. Furthermore, the new generated stereocenters are fully controlled by the catalytic systems used without being influenced by the chirality of the steroid. Interestingly, by this synthetic methodology the each one of the four possible stereoisomers have efficiently been obtained and characterized by CD spectra.
PB ACS
SN 0022-3263 (Print) 1520-6904 (On line))
YR 2017
FD 2017-04-13
LK https://hdl.handle.net/20.500.14352/18365
UL https://hdl.handle.net/20.500.14352/18365
LA eng
NO Unión Europea. FP7
DS Docta Complutense
RD 15 may 2024