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Copper(II)-mediated O-arylation of protected serines and threonines.

ABSTRACT: An effective protocol toward the O-arylation of ?-hydroxy-?-amino acid substrates serine and threonine has been developed via Chan-Lam cross-coupling. This Cu(II)-catalyzed transformation involves benign open-flask conditions that are well-tolerated with a variety of protected (Boc-, Cbz-, Tr-, and Fmoc-) serine and threonine derivatives and various potassium organotrifluoroborates and boronic acids.

SUBMITTER: El Khatib M

PROVIDER: S-EPMC4168772 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

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Copper(II)-mediated O-arylation of protected serines and threonines.

El Khatib Mirna M Molander Gary A GA

Organic letters 20140910 18

An effective protocol toward the O-arylation of β-hydroxy-α-amino acid substrates serine and threonine has been developed via Chan-Lam cross-coupling. This Cu(II)-catalyzed transformation involves benign open-flask conditions that are well-tolerated with a variety of protected (Boc-, Cbz-, Tr-, and Fmoc-) serine and threonine derivatives and various potassium organotrifluoroborates and boronic acids. ...[more]

PMID: 25208062

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