An operationally simple one-pot, two-step procedure for the desymmetrization of benzils is herein described. This consists in the chemoselective cross-benzoin reaction of symmetrical benzils with aromatic aldehydes catalyzed by the methyl sulfinyl (dimsyl) anion, followed by microwave-assisted oxidation 20 of the resulting benzoylated benzoins with nitrate, avoiding the costly isolation procedure. Both electron- withdrawing and electron-donating substituents may be accommodated on the aromatic rings of the final unsymmetrical benzil.
One-pot, two-step desymmetrization of symmetrical benzils catalyzed by the methylsulfinyl (dimsyl) anion
RAGNO, DanielePrimo
;BORTOLINI, Olga
Secondo
;GIOVANNINI, Pier Paolo;MASSI, Alessandro
;PACIFICO, SalvatorePenultimo
;ZAGHI, ANNAUltimo
2014
Abstract
An operationally simple one-pot, two-step procedure for the desymmetrization of benzils is herein described. This consists in the chemoselective cross-benzoin reaction of symmetrical benzils with aromatic aldehydes catalyzed by the methyl sulfinyl (dimsyl) anion, followed by microwave-assisted oxidation 20 of the resulting benzoylated benzoins with nitrate, avoiding the costly isolation procedure. Both electron- withdrawing and electron-donating substituents may be accommodated on the aromatic rings of the final unsymmetrical benzil.File in questo prodotto:
| File | Dimensione | Formato | |
|---|---|---|---|
|
ragno2014.pdf
accesso aperto
Descrizione: Post print
Tipologia:
Post-print
Licenza:
Creative commons
Dimensione
831.86 kB
Formato
Adobe PDF
|
831.86 kB | Adobe PDF | Visualizza/Apri |
|
42_Org.Biomol.Chem.20141257335744-2-13.pdf
solo gestori archivio
Descrizione: Full text editoriale
Tipologia:
Full text (versione editoriale)
Licenza:
NON PUBBLICO - Accesso privato/ristretto
Dimensione
595.46 kB
Formato
Adobe PDF
|
595.46 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
