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Type: Artigo de periódico
Title: Regio- And Stereoselective Heck Arylations Of N-carbomethoxy-l- 3-dehydroproline Methyl Ester With Arenediazonium Salts. Total Synthesis Of Neuroexcitatory Aryl Kainoids.
Author: da Silva, Kezia Peixoto
Godoi, Marla Narciso
Correia, Carlos Roque Duarte
Abstract: The Heck arylation of N-carbomethoxy-L-3-dehydroproline methyl ester with arenediazonium tetrafluoroborates produced chiral 4-aryldehydroproline derivatives in moderate to good yields in a highly regio- and stereocontrolled fashion. A rationale for the unexpected high regioselectivity is provided using Deeth's model. Heck adduct 15 (G = o-CH3O) was converted into several aryl kainoids using concise and efficient routes.
Citation: Organic Letters. v. 9, n. 15, p. 2815-8, 2007-Jul.
Rights: fechado
Identifier DOI: 10.1021/ol070980t
Date Issue: 2007
Appears in Collections:Unicamp - Artigos e Outros Documentos

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