61890-71-9Relevant academic research and scientific papers
Chemo-, regio- and stereoselective heck arylation of allylated malonates: Mechanistic insights by ESI-MS and synthetic application toward 5-arylmethyl-γ-lactones
Oliveira, Caio C.,Marques, Marcelo V.,Godoi, Marla N.,Regiani, Thas,Santos, Vanessa G.,Santos, Emerson A.F. Dos,Eberlin, Marcos N.,S, Marcus M.,Correia, Carlos R.D.
, p. 5180 - 5183 (2014)
We describe herein a general method for the controlled Heck arylation of allylated malonates. Both electron-rich and electron-poor aryldiazonium salts were readily employed as the aryl-transfer agents in good yields and in high chemo-, regio-, and stereoselectivity without formation of decarboxylated byproducts. Reaction monitoring via ESI-MS was used to support the formation of chelated Pd species through the catalytic cycle. Additionally, some Heck adducts were successfully used in the total synthesis of pharmacologically active γ-lactones.
