Factors affecting reactions of trialkylcyanoborates with imidoyl chlorides/trifluoroacetic anhydride

Jones, Dyfyr Heulen, Smith, Keith, Elliott, Mark Christopher ORCID: https://orcid.org/0000-0003-0132-0818 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:	Biosciences 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:	28 Oct 2022 10:19
URI:	https://orca.cardiff.ac.uk/id/eprint/77861

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