Reduction by dissolving metals. Part XVIII. Metal–ammonia reductions of some bicyclo[2,2,2]octene derivatives: structural effects on double bond reduction and nitrile cleavage
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1546-1548
- https://doi.org/10.1039/p19720001546
Abstract
The reduction of the double bond in some bicyclo[2,2,2]octene derivatives by lithium in liquid ammonia is assisted by a methoxy- or a substituted amino-group at the bridgehead, and by an endo-carbinol group. Reductive removal of a cyano-group from the 2-position of bicyclo[2,2,2]octene or octane derivatives is similarly assisted by bridgehead methoxy- or amino-groups.Keywords
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