Karl W. Aston

Asymmetric synthesis of highly functionalized polyazamacrocycles via reduction of cyclic peptide precursors

Abstract A general synthetic method for the preparation of carbon-functionalized polyazamacrocycles from the corresponding cyclic peptides is described.

SYNTHESIS OF CONFORMATIONALLY TAILORED PENTAAZACYCLOPENTADECANES. PREORGANIZING PEPTIDE CYCLIZATIONS

Abstract A general method for the preparation of rigidified pentaazamacrocycles using trans-(1R,2R)-diaminocyclohexane as the conformational controller element. High macrocyclization yields have been obtained by strategic placement of the diaminocyclohexane group within the pseudopeptide backbone.

New conformationally constrained polyaza macrocycles prepared via the bis(chloroacetamide) method

Abstract The synthesis of two new series of conformationally constrained polyazamacrocycles featuring polysubstitution at macrocycle ring carbons is described.

Pseudopeptide synthesis of a pentaazamacrocycle containing two trans-fused cyclohexane rings

Abstract The synthesis of a bis-cyclohexyl-fused pentaazamacrocycle via head-to-tail pseudopeptide cyclization chemistry is described. The bis-cyclohexyl-fused cyclic pseudopeptide 11 displays intramolecular hydrogen bonding which has been characterized by variable temperature NMR spectroscopy and X-Ray Crystallography.