A variety of hydroxy epoxides have been obtained from well defined hydroxy-alkenyl derivs. Their subsequent intramol. ring-opening allowed unprecedented classes of spiro-lactams to be obtained. The effect of the epoxide stereochem. and of the reaction temp. on the regioselective formation of five- or four-membered ring spiro derivs. was explored. This transformation is part of a program directed towards the synthesis of polyfunctionalized beta-lactams as cholesterol absorption inhibitors (CAIs).
F. Benfatti, G. Cardillo, L. Gentilucci, A. Tolomelli (2007). Synthesis of four-membered ring spiro-beta -lactams by epoxide ring-opening. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 19, 3199-3205 [10.1002/ejoc.200601110].
Synthesis of four-membered ring spiro-beta -lactams by epoxide ring-opening.
BENFATTI, FIDES;CARDILLO, GIULIANA;GENTILUCCI, LUCA;TOLOMELLI, ALESSANDRA
2007
Abstract
A variety of hydroxy epoxides have been obtained from well defined hydroxy-alkenyl derivs. Their subsequent intramol. ring-opening allowed unprecedented classes of spiro-lactams to be obtained. The effect of the epoxide stereochem. and of the reaction temp. on the regioselective formation of five- or four-membered ring spiro derivs. was explored. This transformation is part of a program directed towards the synthesis of polyfunctionalized beta-lactams as cholesterol absorption inhibitors (CAIs).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
