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Factors affecting reactions of trialkylcyanoborates with imidoyl chlorides/trifluoroacetic anhydride

Jones, Dyfyr Heulen, Smith, Keith, Elliott, Mark Christopher and El-Hiti, Gamal A. 2015. Factors affecting reactions of trialkylcyanoborates with imidoyl chlorides/trifluoroacetic anhydride. Tetrahedron 71 (36) , pp. 6285-6289. 10.1016/j.tet.2015.06.038

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Abstract

Methods for generating tert-alkyl organoboron species are in high demand as they are invaluable intermediates for the synthesis of quaternary carbon centres. Herein we report investigations into generation of tert-alkyl organoboron species using imidoyl chlorides as reagents in the organoboron cyanidation reaction. Although alkenyl side-products predominate in particularly hindered cases, tert-alkyl organoboron species can be successfully generated for less hindered examples.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Cyanoborate; Rearrangement; Hydroboration; Imidoyl chloride
Publisher: Elsevier
ISSN: 0040-4020
Date of Acceptance: 9 June 2015
Last Modified: 02 Jul 2019 13:59
URI: http://orca.cf.ac.uk/id/eprint/77861

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