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Diastereoselective and Enantioselective Conjunctive Cross-Coupling Enabled by Boron Ligand Design.

ABSTRACT: Enantio- and diastereoselective conjunctive cross-coupling of β-substituted alkenylboron "ate" complexes is studied. Whereas β-substitution shifts the chemoselectivity of the catalytic reaction in favor of the Suzuki-Miyaura product, use of a boronic ester ligand derived from acenaphthoquinone allows the process to favor the conjunctive product, even with substituted substrates.

SUBMITTER: Myhill JA 

PROVIDER: S-EPMC6414218 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

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Diastereoselective and Enantioselective Conjunctive Cross-Coupling Enabled by Boron Ligand Design.

Myhill Jesse A JA   Wilhelmsen Christopher A CA   Zhang Liang L   Morken James P JP  

Journal of the American Chemical Society 20181106 45

Enantio- and diastereoselective conjunctive cross-coupling of β-substituted alkenylboron "ate" complexes is studied. Whereas β-substitution shifts the chemoselectivity of the catalytic reaction in favor of the Suzuki-Miyaura product, use of a boronic ester ligand derived from acenaphthoquinone allows the process to favor the conjunctive product, even with substituted substrates. ...[more]