60171-90-6Relevant articles and documents
Activation of alcohols with carbon dioxide: Intermolecular allylation of weakly acidic pronucleophiles
Lang, Simon B.,Locascio, Theresa M.,Tunge, Jon A.
supporting information, p. 4308 - 4311 (2014/11/08)
The direct coupling of allyl alcohols with nitroalkanes, nitriles, and aldehydes using catalytic Pd(PPh3)4 has been accomplished via activation of C-OH bonds with CO2. The in situ formation of carbonates from alcohols and CO2 facilitates oxidative addition to Pd to form reactive π-allylpalladium intermediates. In addition, the formation of a strong base activates nucleophiles toward the reaction with the π-allylpalladium electrophile. Overall, this atom economical reaction provides a new C-C bond without the use of an external base and generates water as the only byproduct.