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A New Method for the Regioselective Synthesis of β-Enamino Acid Derivatives by Santos Fustero; Ma Dolores Díaz; Raquel Pérez Carlón is a Chemistry article available to read on EtoBox.

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A mild, simple and efficient route to p-ensmino imidazole carbon& derivatives 3 by reaction of ketimines with N,W-cartmnyl diimidzuole in the presence of boron trifluoride as catalyst ha9 been developed. The conversion of 3 to esters has alsokenexpkned. Among the activated derivatives of carbonic acid, NJ'-carbonyl diimidaxole (CDI) is one of the most effective reagents in a variety of synthetic transformations due to its reactivity, simplicity of handling and versatility.l-4 Most of its applications are based in its ability to participate as a transfer reugext either of the imidaxole group or of the carbonyl group. The former has mainly been used to increase the reactivity of carboxylic acids under mild conditions and their subsequent utility in the peptide synthesis 2 or in other types of systen~s For reactions that involve its use as a carbonylating agent, the results that have appeamd in the literamre correspond to transfer of the CO-group with formation of carbon-heferourom bonds exclusively.4 To the best of our knowledge, only three exceptions have been reported, in which CD1 is able to form carbon-carbon bonds. llnts, a simple synthesis of tetronic acid derivatives from a-hy

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Author

Santos Fustero; Ma Dolores Díaz; Raquel Pérez Carlón

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1993

Language

EN

Field

Chemistry (Physical Sciences)