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Dive into the research topics where Eva M. Brun is active.

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Featured researches published by Eva M. Brun.


Tetrahedron Letters | 1998

New conditions for the generation of dianions of carboxylic acids

Eva M. Brun; Isabel Casades; Salvador Gil; Ramon Mestres; Margarita Parra

Abstract Lithium carboxylic acid enediolates are generated efficiently using lithium amides prepared from thienyllithium or butyllithium and either diethylamine, piperazine, N,N′-dibenzylethylenediamine, N-benzylpiperazine or 1,3,3-trimethyl-6-azabicyclo[3.2.1]octane, even in catalytic amounts.


Tetrahedron | 1998

LITHIUM ENEDIOLATES AND DIENEDIOLATES OF CARBOXYLIC ACIDS IN SYNTHESIS : ALKYLATION WITH SECONDARY HALIDES

Eva M. Brun; Salvador Gil; Ramon Mestres; Margarita Parra

Abstract High yields in the alkylation of dianions of α,β-unsaturated carboxylic acids with secondary halides can be obtained despite elimination reactions occurring. α-Regioselectivity for the alkylation of but-2-enoic acids ( 1–4 ) is seldom obtained. Although double bond stereoselectivity is higher than 99% for γ-alkylated products, stereoselectivity is rather poor for most of the α-alkylated products.


Tetrahedron-asymmetry | 2001

Enantioselective α-alkylation of unsaturated carboxylic acids using a chiral lithium amide

Eva M. Brun; Salvador Gil; Margarita Parra

Abstract The regio- and stereochemistry of the alkylation of dienediolates from unsaturated carboxylic acids with benzylic halides, which often results in mixtures of isomers, can be controlled by means of changes in the lithium amide, allowing the α-regioisomer to be obtained as the major diastereoisomer. In addition, when chiral amines are used, moderate enantiomeric excesses can be attained.


Tetrahedron Letters | 1998

Enediolates and dienediolates of carboxylic acids in synthesis. Synthesis of β,γ-epoxyacids from α-chloroketones

Eva M. Brun; Salvador Gil; Ramon Mestres; Margarita Parra; Félix Villar

Abstract Lithium dienolates of saturated or α,β-unsaturated acids react with α-chloroketones provide a convenient method for preparation of highly sustituted β,γ-epoxyacids. These highly reactive compounds lead in most cases to variable ammounts of the corresponding β-lactones and allylic alcohols.


Synthesis | 2000

A New Synthetic Method to 2-Pyridones

Eva M. Brun; Salvador Gil; Ramon Mestres; Margarita Parra


Synlett | 1999

Dienediolates of α,β-Unsaturated Carboxylic Acids in Synthesis: A New Synthetic Method to 2-Pyridones

Eva M. Brun; Salvador Gil; Ramon Mestres; Margarita Parra


Synthesis | 2000

Regioselective Alkylation of Lithium Dienediolates of α,β-Unsaturated Carboxylic Acids

Eva M. Brun; Salvador Gil; Ramon Mestres; Margarita Parra


Synlett | 2001

Regiocontrol in Alkylation of Lithium Dienediolates of Unsaturated Carboxylic Acids

Eva M. Brun; Salvador Gil; Margarita Parra


Tetrahedron Letters | 1998

ENEDIOLATES AND DIENEDIOLATES OF CARBOXYLIC ACIDS IN SYNTHESIS. SYNTHESIS OF BETA ,GAMMA -EPOXYACIDS FROM ALPHA -CHLOROKETONES

Eva M. Brun; Salvador Gil; Ramon Mestres; Margarita Parra; Félix Villar


Arkivoc | 2003

New approach to condensed pyrid-2-ones

Eva M. Brun; Salvador Gil; Margarita Parra

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Salvador Gil

Polytechnic University of Valencia

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