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Issue 69, 2017
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Spectroscopic characterization of (diiodomethyl)zinc iodide: application to the stereoselective synthesis and functionalization of iodocyclopropanes

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Abstract

Herein is described an improved synthetic route to enantio- and diastereoenriched iodocyclopropylmethanols using (diiodomethyl)zinc iodide etherate as the active species. The products obtained by this methodology were successfully functionalized by Suzuki–Miyaura cross-coupling reactions. A Buchwald-type palladium precatalyst allowed access to highly substituted and stereo-enriched cyclopropanes without requiring a protecting group.

Graphical abstract: Spectroscopic characterization of (diiodomethyl)zinc iodide: application to the stereoselective synthesis and functionalization of iodocyclopropanes

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Publication details

The article was received on 06 Jun 2017, accepted on 07 Aug 2017 and first published on 07 Aug 2017


Article type: Communication
DOI: 10.1039/C7CC04348A
Citation: Chem. Commun., 2017,53, 9606-9609
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    Spectroscopic characterization of (diiodomethyl)zinc iodide: application to the stereoselective synthesis and functionalization of iodocyclopropanes

    E. M. D. Allouche, S. Taillemaud and A. B. Charette, Chem. Commun., 2017, 53, 9606
    DOI: 10.1039/C7CC04348A

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