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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, Caio C
Marques, Marcelo V
Godoi, Marla N
Regiani, Thaís
Santos, Vanessa G
dos Santos, Emerson A F
Eberlin, Marcos N
Sá, Marcus M
Correia, Carlos 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.
Rights: fechado
Identifier DOI: 10.1021/ol502529v
Date Issue: 2014
Appears in Collections:Unicamp - Artigos e Outros Documentos

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