Accessing skeletal diversity using catalyst control: formation of n and n + 1 macrocyclic triazole rings.

Org Lett
Authors
Keywords
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.

Year of Publication
2009
Journal
Org Lett
Volume
11
Issue
11
Pages
2257-60
Date Published
2009 Jun 04
ISSN
1523-7052
URL
DOI
10.1021/ol900562u
PubMed ID
19473044
PubMed Central ID
PMC2702139
Links
Grant list
P50 GM069721 / GM / NIGMS NIH HHS / United States
P50 GM069721-07 / GM / NIGMS NIH HHS / United States