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).
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).File in questo prodotto:
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