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

1998; Elsevier BV; Volume: 39; Issue: 7 Linguagem: Inglês

10.1016/s0040-4039(97)10654-2

1873-3581

Yuichi Kobayashi, Eisuke Takahisa, Shahid Bader Usmani,

Cyclopropane Reaction Mechanisms

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.