The N-benzoylamino-2-cyclopenten-1-ol, derived from the nitrosocarbonyl hetero Diels-Alder cycloaddition reaction followed by the mild reductive N-O bond cleavage, allows for the preparation of cyclopentenyl-nucleoside analogues through the palladium(0)-catalyzed addition of both purine and pyrimidine heterobases to the allylic acetate derivative with retention of the starting material stereochemistry. A systematic study is performed on different heterobases to test the general application of the protocol.

Palladium(0)-catalyzed syntheses of cyclopentenyl-nucleoside analogues

QUADRELLI, PAOLO;MELLA, MARIELLA;PICCANELLO, ANDREA
2009

Abstract

The N-benzoylamino-2-cyclopenten-1-ol, derived from the nitrosocarbonyl hetero Diels-Alder cycloaddition reaction followed by the mild reductive N-O bond cleavage, allows for the preparation of cyclopentenyl-nucleoside analogues through the palladium(0)-catalyzed addition of both purine and pyrimidine heterobases to the allylic acetate derivative with retention of the starting material stereochemistry. A systematic study is performed on different heterobases to test the general application of the protocol.
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11571/144745
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 5
  • ???jsp.display-item.citation.isi??? 4
social impact