Palladium(II) catalyzed rearrangement of bicyclo[6.1.0]- non-4-ene to cis,cis-1,5-cyclononadiene
作者:Gilbert Albelo、Michael F. Rettig
DOI:10.1016/s0022-328x(00)81846-x
日期:1972.8
PdCl2(PhCN)2 reacts with bicyclo[6.1.0]non-4-ene, (I), in non-polar solvents to produce dichloro-cis,cis-1,5-cyclononadienepalladium(II) as the final product. The reaction involves cyclopropyl CC and CH bond cleavages in (I) to produce the isomeric diene. The reaction proceeds by cis addition of PdCl to a strained CC bond, followed by a stereospecific 1,2 hydrogen migration and PdCl elimination