A selenium-mediated strategy for the stereoselective synthesis of substituted tetrahydropyrans and isochromans has been developed starting from δ-phenylseleno ketones. After enantioselective reduction, the chiral nonracemic phenylseleno alcohols were oxidized to the corresponding selenones, which underwent an effcient 6-exo-tet ring-closure reaction.

Stereoselective Synthesis of Substituted Tetrahydropyrans and Isochromans by Cyclization of Phenylseleno Alcohols

BARATTUCCI, Anna
Secondo
;
BONACCORSI, Paola Maria;
2015-01-01

Abstract

A selenium-mediated strategy for the stereoselective synthesis of substituted tetrahydropyrans and isochromans has been developed starting from δ-phenylseleno ketones. After enantioselective reduction, the chiral nonracemic phenylseleno alcohols were oxidized to the corresponding selenones, which underwent an effcient 6-exo-tet ring-closure reaction.
2015
File in questo prodotto:
File Dimensione Formato  
JOC2015.pdf

solo utenti autorizzati

Tipologia: Versione Editoriale (PDF)
Licenza: Tutti i diritti riservati (All rights reserved)
Dimensione 635.04 kB
Formato Adobe PDF
635.04 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

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: https://hdl.handle.net/11570/3094954
Citazioni
  • ???jsp.display-item.citation.pmc??? 1
  • Scopus 23
  • ???jsp.display-item.citation.isi??? 21
social impact