Diels–Alder chemistry of 2-cyanoalk-2-enones. A convenient general approach to angularly substituted polycyclic systems

Abstract
Under zinc chloride catalysis, a number of 2-cyanoalk-2-enones representing various ring sizes were found to undergo facile cycloaddition with several selected conjugated dienes; sequential treatment of the adducts with lithium naphthalenide and an alkylating agent resulted in the direct replacement of the angular cyano group with an alkyl group, providing easy access to angularly substituted polycyclic systems.

This publication has 0 references indexed in Scilit: