Aromatic, aliphatic and vinylic Grignard reagents efficiently catalyze the ring expansion of oxaspiropentanes 2a,b to give, in one pot, good yields of cyclobutanols 3a, 3b-7b. Benzyl magnesium chloride gives a mixture of cyclobutanols and the cyclopropanol 8, probably coming from a direct nucleophilic attack on the epoxide part of the oxaspiropentane.
One Pot Synthesis of Cyclobutanols by Ring Expansion of Oxaspiropentanes Induced by Grignard Reagents
BERNARD, ANGELA MARIA;FLORIS, COSTANTINO;FRONGIA, ANGELO;PIRAS, PIER PAOLO
1998-01-01
Abstract
Aromatic, aliphatic and vinylic Grignard reagents efficiently catalyze the ring expansion of oxaspiropentanes 2a,b to give, in one pot, good yields of cyclobutanols 3a, 3b-7b. Benzyl magnesium chloride gives a mixture of cyclobutanols and the cyclopropanol 8, probably coming from a direct nucleophilic attack on the epoxide part of the oxaspiropentane.File in questo prodotto:
File | Dimensione | Formato | |
---|---|---|---|
Synlett 1998.pdf
Solo gestori archivio
Tipologia:
versione editoriale (VoR)
Dimensione
38.3 kB
Formato
Adobe PDF
|
38.3 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.