Realization of high regioselectivity in the coupling reaction of a cyclopentadiene monoepoxide equivalent and aryl nucleophiles

Article abstract of DOI:10.1016/S0040-4039(97)10654-2

Coupling reaction of monoacetate 2 and aryl hard nucleophiles is realized for the first time, which consists of the lithium arylborates as hard nucleophiles and NiCl₂(PPh₃)₂ as a catalyst. More importantly, the independent effects of t-BuCN and NaI and their synergistic function are discovered to increase regioselectivity furnishing trans 1,3-isomers 6 as the major products.