o-Tolyl-substituted tetrahydrofurans undergo highly regioselective ring opening with the concomitant formation of new C–C bonds as the result of a lateral lithiation reaction. This reaction provides a new method for the synthesis of functionalised primary alcohols and can be run directly in protic eutectic mixtures as benign reaction media at 0 °C and under air, competitively with protonolysis.
Unexpected lateral-lithiation-induced alkylative ring opening of tetrahydrofurans in deep eutectic solvents: synthesis of functionalised primary alcohols
PERNA, FILIPPO;Salomone A;CAPRIATI, Vito
2015-01-01
Abstract
o-Tolyl-substituted tetrahydrofurans undergo highly regioselective ring opening with the concomitant formation of new C–C bonds as the result of a lateral lithiation reaction. This reaction provides a new method for the synthesis of functionalised primary alcohols and can be run directly in protic eutectic mixtures as benign reaction media at 0 °C and under air, competitively with protonolysis.File in questo prodotto:
File | Dimensione | Formato | |
---|---|---|---|
2015_CC_Lateral_lithiation.pdf
non disponibili
Tipologia:
Documento in Versione Editoriale
Licenza:
NON PUBBLICO - Accesso privato/ristretto
Dimensione
2.61 MB
Formato
Adobe PDF
|
2.61 MB | Adobe PDF | Visualizza/Apri Richiedi una copia |
A-20150424_CC_THF.pdf
accesso aperto
Descrizione: Articolo post print accesso pubblico
Tipologia:
Documento in Post-print
Licenza:
Creative commons
Dimensione
587.37 kB
Formato
Adobe PDF
|
587.37 kB | Adobe PDF | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.