Catalytic intermolecular allyl-allyl cross-couplings between alcohols and boronates
We developed catalytic intermolecular C(sp3)-C(sp3) cross-couplings between various allyl alcohols and allyl boronates, which proceeded smoothly in the presence of nickel(0) under mild conditions to form 1,5-dienes with excellent linear- and γ-selectivity; the use of boronates proved to be crucial in terms of reactivity.
Jimenez-Aquino, Agustin,Ferrer Flegeau, Emmanuel,Schneider, Uwe,Kobayashi, Shu
supporting information; experimental part
p. 9456 - 9458
(2011/10/02)
Nickel-catalyzed allylation of allyl carbonates with homoallyl alcohols via retro-allylation providing 1,5-hexadienes
A highly efficient and mild method for the synthesis of 1,5-hexadienes, nickel-catalyzed reactions of Boc-protected allyl alcohols with homoallyl alcohols, has been developed. Nickel-mediated retro-allylation allows for the use of homoallyl alcohols as allylmetal equivalents in the synthesis of 1,5-hexadienes.2008 American Chemical Society.