Vinylmercurials react readily with allylic halides, lithium chloride and palladium chloride in tetrahydrofuran to give 1,4-dienes. Some reactions proceed well using only catalytic amounts of palladium chloride while others require stoichiometric amounts. The yields decrease with increasing substitution about the carboncarbon double bond of the allylic halide. The reactions appear to proceed through
Vinylmercurials react with Li2PdCl4 and monocyclic olefins to produce π-allylpalladium compounds or 1,4-dienes if triethylamine is added. Bicyclic olefins afford stable alkylpalladium compounds useful in the synthesis of functionally substituted bicyclic alkanes.
Mercury in organic chemistry. VI. Convenient stereospecific synthesis of .alpha.,.beta.-unsaturated carboxylic acids and esters via carbonylation of vinylmercurials
作者:Richard C. Larock
DOI:10.1021/jo00910a017
日期:1975.10
Mercury in organic chemistry. 13. Stereospecific synthesis of .alpha.,.beta.-unsaturated ketones via acylation of vinylmercurials
作者:Richard C. Larock、John C. Bernhardt
DOI:10.1021/jo00398a042
日期:1978.2
Mercury in organic chemistry. 36. Synthesis of (.pi.-allyl)palladium compounds and 1,4-dienes via vinylpalladation of monocyclic alkenes