6533b85afe1ef96bd12b987f

RESEARCH PRODUCT

A Concise, Asymmetric Synthesis of Tetramic Acid Derivatives

Juan F. Sanz-cerveraAntonio SimónCarmen Ramírez De ArellanoMarta Garcia De La TorreSantos FusteroAnd Julio Piera

subject

Turn (biochemistry)chemistry.chemical_compoundchemistryStereochemistryOrganic ChemistryEnantioselective synthesisTetramic acidPhysical and Theoretical ChemistryBiochemistryCarbonyldiimidazole

description

[reaction: see text] A simple, asymmetric synthesis of tetramic acid derivatives is described in this paper. The key step is a carbonyl transfer from carbonyldiimidazole (CDI) to alpha-diimines (I) to form N-alkyl-4-alkylamino-5-methylenepyrrol-2-ones (II). In turn, these compounds can be easily transformed into tetramic acid derivatives (III) in two additional steps.

https://doi.org/10.1021/ol026599k