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Enantioselective Synthesis of Chromanones Bearing an ?,?-Disubstituted ?-Amino Acid Moiety via Decarboxylative Michael Reaction.

ABSTRACT: In this manuscript, a novel, decarboxylative Michael reaction between ?-substituted azlactones and chromone-3-carboxylic acids is described. The reaction proceeds in a sequence Michael addition followed by decarboxylative deprotonation, and it results in the formation of chromanones bearing an azlactone structural unit. The possibility of transforming an azlactone moiety into a protected ?,?-disubstituted ?-amino acid derivative is also demonstrated.

SUBMITTER: Bojanowski J

PROVIDER: S-EPMC6681191 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature

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Enantioselective Synthesis of Chromanones Bearing an α,α-Disubstituted α-Amino Acid Moiety via Decarboxylative Michael Reaction.

Bojanowski Jan J Sieroń Lesław L Albrecht Anna A

Molecules (Basel, Switzerland) 20190715 14

In this manuscript, a novel, decarboxylative Michael reaction between α-substituted azlactones and chromone-3-carboxylic acids is described. The reaction proceeds in a sequence Michael addition followed by decarboxylative deprotonation, and it results in the formation of chromanones bearing an azlactone structural unit. The possibility of transforming an azlactone moiety into a protected α,α-disubstituted α-amino acid derivative is also demonstrated. ...[more]

PMID: 31311096

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