6533b839fe1ef96bd12a58e6

RESEARCH PRODUCT

Pd-catalyzed amination in the synthesis of cyclen-based macrotricycles

Alexei K. BuryakFranck DenatAlexei D. AverinIrina P. BeletskayaSergei M. KobelevRoger Guilard

subject

chemistry.chemical_compoundCyclenchemistryOrganic ChemistryDrug DiscoveryOrganic chemistryHomogeneous catalysisBiochemistryAminationCatalysis

description

Abstract Three approaches to three types of cyclen-based macrotricycles have been elaborated starting from trans-bis(3-bromobenzyl)cyclen. The macrotricycles were synthesized via Pd-catalyzed amination. The first approach employed consecutive macrocyclization and benzylation steps giving a cage-like tricycle. In the second, cyclen amino groups were Boc-protected prior to formation of the second and the third rings. In the third method, macrotricycles were synthesized according to a one-step procedure using diazacrown ethers.

https://doi.org/10.1016/j.tetlet.2011.11.024