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Type: Artigo de periódico
Title: Chemo-, Regio- And Stereoselective Heck Arylation Of Allylated Malonates: Mechanistic Insights By Esi-ms And Synthetic Application Toward 5-arylmethyl-γ-lactones
Author: Oliveira C.C.
Marques M.V.
Godoi M.N.
Regiani T.
Santos V.G.
Santos E.A.F.D.
Eberlin M.N.
Sa M.M.
Correia C.R.D.
Abstract: 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.
Editor: American Chemical Society
Rights: fechado
Identifier DOI: 10.1021/ol502529v
Date Issue: 2014
Appears in Collections:Unicamp - Artigos e Outros Documentos

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