Horner-Wadsworth-Emmons reaction Peterson olefination

Formation of C-N bond has raised of interest in the scientific community in the last 10 years. In this context, the formation of enamides is a valuable protocol. In addition to conventional approaches that include condensation of amides and aldehydes, addition of amides to alkynes, acylation of imines, Curtius rearrangement of a,jS-unsaturated acyl azides, amide Peterson olefination, and Wittig and Horner-Wadsworth-Emmons reactions, several transition metal-catalyzed methods have been developed that allow the synthesis of enamides.Inspired by the analogous arylation of amines catalyzed by palladium or copper complexes (Buchwald-Hartwig reaction), a new approach for the synthesis of enamides has been published recently, which allows to prepare enamides from readily available starting materials (amides and vinyl halides) proceeding under very mild conditions. Thus, we decided to test the Porco-Buchwald amidation of vinyl halides in our synthesis [144-146]. 

Ketones are rarely used as electrophiles in the enantioselective aldolization while they find application to enantioselective olefination reactions such as the Horner-Wadsworth-Emmons or the Peterson reaction. For instance, the deprotonation of an achiral phos-phonoacetate by a set of chiral 2-aminoalkoxides led to the corresponding enolate that... 

The Wittig, Horner-Wadsworth-Emmons, Peterson, and Julia Olefination Reactions... 

Related reactions , Horner-Wadsworth-Emmons olefination - Still-Gennari modification, Julia-Lithgoe olefination, Peterson... 

Related reactions Homer-Wadsworth-Emmons olefination, Horner-Wadsworth-Emmons olefination - Still-Gennari modification, Julia-Lithgoe olefination, Peterson olefination, Takai-Utimoto olefination, Tebbe olefination, Wittig reaction - Schlosser modification ... 

Gais, H.-J., Schmiedl, G., and Ossenkamp, R.K.L., Total synthesis of (-i-)-3-oxacarbocyclin. Part 1. Retrosynthesis and asymmetric olefination through Horner-Wadsworth-Emmons, Peterson and Martin reactions, Liebigs Ann., 2419, 1997. 

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