Ring closure via microwave-assisted intramolecular OMs displacement by a γ-OBn group (O-nucleophilic attack) in protected polyhydroxylated N-Boc-thiazolylalkyl amines afforded C-furanosides (37-81%) featuring a chiral thiazolylmethylamino side chain, which, upon thiazole to carboxylate (through aldehyde) transformation, furnished enantiopure C-furanosyl glycines. © Georg Thieme Verlag Stuttgart.

A Serendipitous Discovery of a New C-Furanosyl Glycine Synthesis via Thiazole-Based Aminohomologation of Hexopyranoses

DONDONI, Alessandro;MASSI, Alessandro;NUZZI, Andrea
2007

Abstract

Ring closure via microwave-assisted intramolecular OMs displacement by a γ-OBn group (O-nucleophilic attack) in protected polyhydroxylated N-Boc-thiazolylalkyl amines afforded C-furanosides (37-81%) featuring a chiral thiazolylmethylamino side chain, which, upon thiazole to carboxylate (through aldehyde) transformation, furnished enantiopure C-furanosyl glycines. © Georg Thieme Verlag Stuttgart.
2007
Dondoni, Alessandro; Massi, Alessandro; Nuzzi, Andrea
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in SFERA 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: https://hdl.handle.net/11392/471237
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 7
  • ???jsp.display-item.citation.isi??? 6
social impact