ChemInform Abstract: Stereoselective Synthesis of Tricyclic Diproline Analogues that Mimic a PPII Helix: Structural Consequences of Ring‐Size Variation.

Abstract

Variation. -Synthons (VI) and (Xb) are prepared and used in the peptide coupling with proline derivative (XI). The target molecules (XIIIb) and (XVIIb) are available via ring-closing metathesis and selective deprotection. The diastereomeric mixture (XIV)/(XV) can be separated at the stage of the tricyclic heterocycles. Conformation and structural differences of the Pro-Pro units, required as mimetics in the elaboration of protein-protein interactions, are investigated in detail. -(SOICKE, A.; REUTER, C.; WINTER, M.; NEUDOERFL, J.-M.; SCHLOERER, N.; KUEHNE, R.; SCHMALZ*, H.-G.; Eur. J. Org. Chem. 2014, 29, 6467-6480, http://dx.