Different Pathways in the Base-Promoted Isomerization of Benzyl Oxiranyl Ethers.
The base-promoted isomerization of benzyl oxiranyl ethers was investigated. In particular it was shown that the reaction may proceed toward two main regioisomeric products: a benzyl vinyl ether or a 2-aryl-3-(hydroxyalkyl)oxetane, depending on subtle variations in the substitution on the phenyl ring. Disubstituted oxetanes were obtained in a stereoselective manner, thus providing a good entry to this class of synthetically useful compounds.
Mordini
Alessandro
A
Centro CNR Composti Eterociclici, c/o Dipartimento di Chimica Organica "U. Schiff", via G. Capponi 9, 50121 Firenze, Italy.
Bindi
Simona
S
Pecchi
Sabina
S
Degl'Innocenti
Alessandro
A
Reginato
Gianna
G
Serci
Alessandro
A