175602-88-7Relevant academic research and scientific papers
The palladium-catalyzed anti-Markovnikov hydroalkylation of allylic alcohol derivatives
DeLuca, Ryan J.,Sigman, Matthew S.
supporting information, p. 92 - 95 (2013/03/28)
A palladium-catalyzed hydroalkylation reaction of protected allylic alcohols using alkylzinc bromide reagents is reported. This account includes numerous allylic, homoallylic, and bishomoallylic alcohol derivatives, all with a uniform selectivity of >20:1
Anti-markovnikov hydroalkylation of allylic amine derivatives via a palladium-catalyzed reductive cross-coupling reaction
Deluca, Ryan J.,Sigman, Matthew S.
supporting information; experimental part, p. 11454 - 11457 (2011/10/02)
Palladium-catalyzed hydroalkylation of allylic amine derivatives by alkylzinc reagents is reported. This reductive cross-coupling reaction yields anti-Markovnikov products using a variety of allylic amine protecting groups. Preliminary mechanistic studies suggest that a reversible β-hydride elimination/hydride insertion process furnishes the primary Pd-alkyl intermediate, which then undergoes transmetalation followed by reductive elimination to form a new sp3-sp3 carbon-carbon bond.
