Intramolecular O-Arylation of Phenols with Phenylboronic Acids: Application to the Synthesis of Macrocyclic Metalloproteinase Inhibitors
Organic Letters2001Vol. 3(7), pp. 1029–1032
Citations Over TimeTop 10% of 2001 papers
Abstract
[reaction: see text]. The copper acetate mediated intramolecular O-arylation of phenols with phenylboronic acid pseudopeptides is the key step in the preparation of macrocyclic biphenyl ether hydroxamic acid inhibitors of collagenase 1 and gelatinases A and B. The intramolecular macrocyclization was found to be mild and tolerant of common chemical functionality. This methodology should provide a general route to macrocyclic biphenyl ethers.
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