6380-23-0Relevant articles and documents
Manitto et al.
, p. 442 (1975)
Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes
Stanley, Levi M.,Tran, Hai N.
supporting information, (2021/12/27)
The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.
Efficient synthesis of styrene derivatives through ethenolysis of renewable propenylbenzenes
Avenda?o Villarreal, Jesus A.,Delolo, Fábio G.,Granato, Artur V.,dos Santos, Eduardo N.
, (2021/06/03)
Functionalized styrenes were obtained by the ethenolysis of renewable 1-propenylbenzenes in a very efficient synthetic pathway. Some of the products are valuable food & flavor ingredients (4-vinylguaiacol) or locust pheromone (4-vinylanisole). The catalysts employed were ruthenium-alkylidene complexes bearing a N-heterocyclic carbene as a ligand, which bulkiness proved to be important for the catalysis output. The judicious choice the reaction conditions was critical to enable near quantitative yields under mild conditions in short reaction times. More strikingly, the catalyst load could be reduced to 0.01 mol%, keeping good conversion and selectivity.