D. B. Miller
Oct 1, 1968
Citations
0
Influential Citations
7
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract Oxetane and its 3,3-dimethyl and 3,3-bis(chloromethyl) derivatives undergo ring-opening reactions with Et2AIX. When X H or Cl subsequent hydrolysis gives the corresponding propanol or 3-chloropropanol, but when X CN the product isolated was a butyrolactone. At elevated temperature oxetane reacts with triethylaluminum to give 1-propanol and 1-pentanol, but the 3,3-disubstituted oxetanes give only propanols. Friedel-Crafts alkylation accompanies the alkylation and reduction of oxetane when it reacts with triethylaluminum in cumene. At elevated temperatures tetrahedrofuran and tetrahydropyran react with diethylaluminum hydride, giving 1-butanol and 1-pentanol, respectively.