Journal of Organic Chemistry p. 2450 - 2457 (1986)
Update date:2022-07-29
Topics:
Larock, Richard C.
Hershberger, Susan S.
Takagi, Kentaro
Mitchell, Mark A.
Vinylmercuric chlorides, Li2PdCl4, and bicyclic alkenes react to form stable, isolable adducts (1-9) in which the vinyl and PdCl groups have been added in a cis, exo fashion across the carbon-carbon double bond.Norbornadiene under the same conditions affords an endo nortricyclyl adduct 10.These compounds have been fully characterized and undergo reactions with CO-CH3OH-Et3N, NaBH4, NaOCH3-CH3OH, H2, RLi, CuCN, and Pb(OAc)4 to give methyl esters, reduced alkanes and alkenes, cross-coupled hydrocarbons, nitriles, and acetates.
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