The reaction of alpha-haloesters and carhonyl compounds in the presence of metallic zinc to give beta-hydroxy esters represents a powerful synthetic tool for carbon-carbon bond formation. Since its discovery by Reformatsky, this reaction has been undergoing several improvements and its scope and selectivity have been considerably extended. To this purpose many parameters, such as metal activation. reaction temperature, solvent, properly designed reactants and substrates have been investigated. Furthermore, reactions are not restricted to the use of Zinc, but include a variety, of other metals or metal derivatives. Among them, transition metals may offer important advantages in terms of milder conditions, higher reproducibility and stereosclectivity.
Transition metals-mediated reformatsky reactions / F. Orsini, G. Sello. - In: CURRENT ORGANIC SYNTHESIS. - ISSN 1570-1794. - 1:2(2004), pp. 111-135. [10.2174/1570179043485385]
Transition metals-mediated reformatsky reactions
F. OrsiniPrimo
;G. Sello
2004
Abstract
The reaction of alpha-haloesters and carhonyl compounds in the presence of metallic zinc to give beta-hydroxy esters represents a powerful synthetic tool for carbon-carbon bond formation. Since its discovery by Reformatsky, this reaction has been undergoing several improvements and its scope and selectivity have been considerably extended. To this purpose many parameters, such as metal activation. reaction temperature, solvent, properly designed reactants and substrates have been investigated. Furthermore, reactions are not restricted to the use of Zinc, but include a variety, of other metals or metal derivatives. Among them, transition metals may offer important advantages in terms of milder conditions, higher reproducibility and stereosclectivity.Pubblicazioni consigliate
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