6637-65-6Relevant academic research and scientific papers
The α-effect in iminium ion catalysis
Cavill, Julie L.,Elliott, Richard L.,Evans, Gareth,Jones, Ian L.,Platts, James A.,Ruda, Antonio M.,Tomkinson, Nicholas C. O.
, p. 410 - 421 (2007/10/03)
The α-effect can be used as an effective means to promote iminium ion catalysed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Molecular modelling investigations provide a mechanistic rationale to the results observed.
Iminium ion catalysis: Use of the α-effect in the acceleration of the Diels-Alder reaction
Cavill, Julie L.,Peters, Jens-Uwe,Tomkinson, Nicholas C. O.
, p. 728 - 729 (2007/10/03)
The α-effect can be used in the acceleration of the DielsAlder reaction between a series of dienes and electron deficient dienophiles using iminium ion catalysis, providing a novel molecular scaffold capable of performing this class of catalytic process.
The synthesis of azapeptidomimetic beta-lactam molecules as potential protease inhibitors.
Malachowski, William P,Tie, Chenyang,Wang, Katherine,Broadrup, Robert L
, p. 8962 - 8969 (2007/10/03)
Synthetic methods for the construction of a novel peptidomimetic structure are reported. The structure incorporates a beta-lactam and an azapeptide in a peptide backbone with the intention of generating rationally designed substrate-based protease inhibitors. The beta-lactam is formed by subjecting serine or threonine-azapeptides to Mitsunobu reaction conditions. Importantly, the azapeptidomimetic beta-lactam structure permits extended binding inhibition and the synthetic methods to create tetrapeptidomimetic structures are described.
