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Issue 15, 2017
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A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

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Abstract

A new stereoselective method for the synthesis of (E)-β-arylvinyl iodides and (E)- or (Z)-β-arylvinyl bromides from styrenes and vinyl boronates on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Depending on the halogenating agent as well as the mode of the halodeborylation reaction, (E) or (Z) isomers are selectively formed.

Graphical abstract: A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

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Publication details

The article was received on 09 Jan 2017, accepted on 07 Feb 2017 and first published on 07 Feb 2017


Article type: Paper
DOI: 10.1039/C7OB00054E
Citation: Org. Biomol. Chem., 2017,15, 3207-3215
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    A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

    J. Szyling, A. Franczyk, P. Pawluć, B. Marciniec and J. Walkowiak, Org. Biomol. Chem., 2017, 15, 3207
    DOI: 10.1039/C7OB00054E

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