Diels–Alder chemistry of 2-cyanoalk-2-enones. A convenient general approach to angularly substituted polycyclic systems
- 4 August 2000
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 17,p. 1599-1600
- https://doi.org/10.1039/b004297h
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.Keywords
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