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  • A multicomponent approach to the synthesis of 1,3-dicarbonylic compounds.

A multicomponent approach to the synthesis of 1,3-dicarbonylic compounds.

Molecular diversity (2010-09-03)
Ana G Neo, Rosa M Carrillo, Jose Delgado, Stefano Marcaccini, Carlos F Marcos
ABSTRACT

A general synthesis of 1,3-dicarbonylic compounds using multicomponent reactions of isocyanides is described. The process involves a Passerini three-component condensation of glyoxal derivatives, isocyanides and acetic acid, followed by metal mediated reductive or solvolytic removal of the acid component. Noteworthy, reductive deacetoxylation of Passerini glyoxylamide adducts was successfully achieved using photochemically activated SmI(2). This procedure constitutes a novel convenient method for the direct synthesis of malonic retro-peptidic subunits.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Malonamide, 97%