Publication:
Catalytic Stereodivergent Synthesis of Steroid–Fulleropyrrolidine Hybrids

Loading...
Thumbnail Image
Full text at PDC
Publication Date
2017-04-13
Authors
Suarez, Margarita
Ruiz, Alberto
Almagro, Luis
Coro, Julieta
Maroto, Enrique E.
Molero, Dolores
Martínez-Alvarez, Roberto
Advisors (or tutors)
Editors
Journal Title
Journal ISSN
Volume Title
Publisher
ACS
Citations
Google Scholar
Research Projects
Organizational Units
Journal Issue
Abstract
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.
Description
Keywords
Citation
Collections