Nickel-catalyzed cross-coupling of styrenyl epoxides with boronic acids

Daniel K. Nielsen; Abigail G. Doyle

doi:10.1002/anie.201101191

Nickel-catalyzed cross-coupling of styrenyl epoxides with boronic acids

Daniel K. Nielsen
, Abigail G. Doyle

Research output: Contribution to journal › Article › peer-review

112 Scopus citations

Abstract

Let's get multicatalytic! A Ni ⁰ catalyst complexed with a biaryldialkyl monophosphine ligand facilitates C-C bond formation between styrenyl epoxides and aryl boronic acids (see scheme). X-ray analysis of a catalytically active nickel/ligand complex supports a redox pathway involving C sp 3-O bond activation. A variety of α-substituted alcohols were generated with good reaction efficiency by a multicatalytic sequence.

Original language	English (US)
Pages (from-to)	6056-6059
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	27
DOIs	https://doi.org/10.1002/anie.201101191
State	Published - Jun 27 2011

All Science Journal Classification (ASJC) codes

General Chemistry
Catalysis

Keywords

Suzuki-Miyaura reaction
cross-coupling
epoxides
multicatalytic reactions
nickel

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10.1002/anie.201101191

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abstract = "Let's get multicatalytic! A Ni 0 catalyst complexed with a biaryldialkyl monophosphine ligand facilitates C-C bond formation between styrenyl epoxides and aryl boronic acids (see scheme). X-ray analysis of a catalytically active nickel/ligand complex supports a redox pathway involving C sp 3-O bond activation. A variety of α-substituted alcohols were generated with good reaction efficiency by a multicatalytic sequence.",

keywords = "Suzuki-Miyaura reaction, cross-coupling, epoxides, multicatalytic reactions, nickel",

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AU - Doyle, Abigail G.

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N2 - Let's get multicatalytic! A Ni 0 catalyst complexed with a biaryldialkyl monophosphine ligand facilitates C-C bond formation between styrenyl epoxides and aryl boronic acids (see scheme). X-ray analysis of a catalytically active nickel/ligand complex supports a redox pathway involving C sp 3-O bond activation. A variety of α-substituted alcohols were generated with good reaction efficiency by a multicatalytic sequence.

AB - Let's get multicatalytic! A Ni 0 catalyst complexed with a biaryldialkyl monophosphine ligand facilitates C-C bond formation between styrenyl epoxides and aryl boronic acids (see scheme). X-ray analysis of a catalytically active nickel/ligand complex supports a redox pathway involving C sp 3-O bond activation. A variety of α-substituted alcohols were generated with good reaction efficiency by a multicatalytic sequence.

KW - Suzuki-Miyaura reaction

KW - cross-coupling

KW - epoxides

KW - multicatalytic reactions

KW - nickel

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JF - Angewandte Chemie - International Edition

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ER -

Nickel-catalyzed cross-coupling of styrenyl epoxides with boronic acids

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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