Spectroscopic characterization of (diiodomethyl)zinc iodide: application to the stereoselective synthesis and functionalization of iodocyclopropanes. Issue 69 (15th August 2017)

• Record Type: Journal Article
• Authors: Allouche, Emmanuelle M. D.; Taillemaud, Sylvain; Charette, André B.
• Is Part Of: Chemical communications. Volume 53:Issue 69(2017)
• Page Start: 9606
• Page End: 9609
• Publication Date: 2017-08-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc04348a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Herein are described more efficient methodologies for the synthesis of highly substituted cyclopropanes as well as the first characterization of a diiodomethylzinc carbenoid. 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.