Hydroxylated pyrroline-N-oxides provide a general entry to the synthesis of polyhydroxylated pyrrolizidine and indolizidine alkaloids. Their use appears attractive for many aspects that are a major topic in modern organic synthesis. They allow a high “atom economy” in the overall process as all the skeleton atoms are kept intact from reagents to products. All the key steps occur by simple thermal induction without any need of added catalyst. This feature allow to carry out several steps in one pot as a domino process, another appealing aspect for environmentally friendly syntheses. Finally, the described methodology allows the multiplication of stereogenic centers in the indolizidine skeleton, with complete control of enantiomeric and diastereomeric relations, starting from the same stereogenic nitrone precursor.

Imino-Sugars by Stereoselective Processes Employing Pyrroline N-Oxides / A. Brandi; S. Cicchi; F. M. Cordero; A. Goti. - CD-ROM. - (2000), pp. 1-6. (Intervento presentato al convegno The Fourth International Electronic Conference on Synthetic Organic Chemistry nel September 1-30, 2000).

Imino-Sugars by Stereoselective Processes Employing Pyrroline N-Oxides

BRANDI, ALBERTO;CICCHI, STEFANO;CORDERO, FRANCA MARIA;GOTI, ANDREA
2000

Abstract

Hydroxylated pyrroline-N-oxides provide a general entry to the synthesis of polyhydroxylated pyrrolizidine and indolizidine alkaloids. Their use appears attractive for many aspects that are a major topic in modern organic synthesis. They allow a high “atom economy” in the overall process as all the skeleton atoms are kept intact from reagents to products. All the key steps occur by simple thermal induction without any need of added catalyst. This feature allow to carry out several steps in one pot as a domino process, another appealing aspect for environmentally friendly syntheses. Finally, the described methodology allows the multiplication of stereogenic centers in the indolizidine skeleton, with complete control of enantiomeric and diastereomeric relations, starting from the same stereogenic nitrone precursor.
2000
Proceedings of ECSOC-4
The Fourth International Electronic Conference on Synthetic Organic Chemistry
September 1-30, 2000
A. Brandi; S. Cicchi; F. M. Cordero; A. Goti
File in questo prodotto:
File Dimensione Formato  
2000_ecsoc-4_A0064.pdf

accesso aperto

Descrizione: Copia pdf dell'articolo
Tipologia: Altro
Licenza: Open Access
Dimensione 1.77 MB
Formato Adobe PDF
1.77 MB Adobe PDF

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

Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/395815
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus ND
  • ???jsp.display-item.citation.isi??? ND
social impact