Nickel complexes alkyl phosphites

A diorganonickel complex generally undergoes reductive elimination more rapidly than the corresponding palladium complex. Nickel can mediate retro-allylation, which is involved in allylation of allylic carbonate with homoallylic alcohols for efficient synthesis of 1,5-hexadienes [25]. A combination of Ni(cod)2 (cod = 1,5-cyclooctadiene) and triethyl phosphite catalyzes the allylation reaction of Boc-protected cinnamyl alcohol (Boc = f-butoxycarbonyl) with homoallylic alcohols (Scheme 5.34). The reactions with alkyl-substituted homoallylic alcohols (R = alkyl) are not regiospecific but are sterically controlled. The highest linear... 

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