Amino acid derived 1,4-dialkyl substituted imidazolones
Research output: Contribution to journal › Journal article › Research › peer-review
A general method for synthesis of 1,4-substituted imidazolones from amino acids on solid support or in solution has been developed. Amino acid derived 3-Boc-(1,3)-oxazinane (Box) protected amino aldehyde building blocks were coupled through urea bonds to the amino terminal of dipeptides or amino acids. Upon acidic release, the aldehyde instantaneously formed the cyclic N-carbamyliminium ion, which rearranged to the corresponding imidazolone. Under strongly acidic conditions the imidazolones acted as nuclophiles in the Pictet-Spengler reaction.
|Publication status||Published - 11 Mar 2010|
- Amino Acids, Catalysis, Copper, Imidazoles, Molecular Structure
- Former Faculty of Pharmaceutical Sciences