title: Accessing skeletal diversity using catalyst control: formation of n and n + 1 macrocyclic triazole rings.
abstract: A regioselective intramolecular Huisgen cycloaddition was performed on various azido alkyne substrates giving rise to macrocyclic triazole rings. Using catalyst control, a common intermediate has been converted to two structurally unique macrocycles with either a 1,5- or a 1,4-triazole resulting in an n or n + 1 ring size. This is the first example of an intramolecular ruthenium-catalyzed Huisgen cycloaddition.
authors.affiliation: Chemical Biology Platform, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, Massachusetts 02142, USA.
authors.forename: Ann Rowley
authors.initials: AR
authors.lastname: Kelly
authors.forename: Jingqiang
authors.initials: J
authors.lastname: Wei
authors.forename: Sarathy
authors.initials: S
authors.lastname: Kesavan
authors.forename: Jean-Charles
authors.initials: JC
authors.lastname: Marié
authors.forename: Nicole
authors.initials: N
authors.lastname: Windmon
authors.forename: Damian W
authors.initials: DW
authors.lastname: Young
authors.forename: Lisa A
authors.initials: LA
authors.lastname: Marcaurelle
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D015394:Molecular Structure; D012428:Ruthenium / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D014230:Triazoles; D012428:Ruthenium