Redox Reformatsky

Redox equations, balancing, 265 Reduction of aromatic compounds, 200 Reductive amination, 404 Reductive hydroboration, 95 Reformatsky reaction, 321 Regioselective reactions, 97 Reimer-Tiemann reaction, 438 Resonance, 23 in benzene, 192 energy, 24 structures, 29 Resorcinol, 327, 432 Retroaldol condensation, 399 Ring activation, 2(fiff Robinson inaction, 398 Rosenmund reduction, 306... 

The Reformatsky reaction is the reaction of an a-halo ester with an aldehyde or ketone in the presence of zinc metal as shown in Scheme 1. The usual product of the reaction is a -hydroxy ester, which may be dehydrated in subsequent steps to give an unsaturated ester. A zinc ester enolate (1), the so-called Reformatsky reagent, is an intermediate in the reaction and the sequence is thus classified as an aldol condensation. Compared to the usual base-promoted aldol procedures, the distinguishing features of the Reformatsky reaction are the use of a metal-halogen redox reaction rather than an acid-base reaction to form the enolate, and the fact that the counterion of the enolate is zinc. 

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See also in sourсe #XX -- [ , ]

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