Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/86370
Type: Artigo
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.
Santos, Emerson A. F. dos
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.
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 stereos
Subject: Arilação de Heck
ESI-MS
Paládio
Country: Estados Unidos
Editor: American Chemical Society
Citation: Organic Letters. American Chemical Society, v. 16, n. 19, p. 5180 - 5183, 2014.
Rights: fechado
Identifier DOI: 10.1021/ol502529v
Address: https://pubs.acs.org/doi/abs/10.1021/ol502529v
Date Issue: 2014
Appears in Collections:IQ - Artigos e Outros Documentos

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