Carbonylative C-C Bond Activation of Aminocyclopropanes Using a Temporary Directing Group Strategy



Wang, Gang-Wei, Sokolova, Olga O, Young, Tom A, Christodoulou, Ektor MS, Butts, Craig P and Bower, John F ORCID: 0000-0002-7551-8221
(2020) Carbonylative C-C Bond Activation of Aminocyclopropanes Using a Temporary Directing Group Strategy. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 142 (45). pp. 19006-19011.

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Abstract

Temporary directing groups (TDGs) underpin a range of C-C bond activation methodologies; however, the use of TDGs for the regiocontrolled activation of cyclopropane C-C bonds is underdeveloped. In this report, we show how an unusual ring contraction process can be harnessed for TDG-based carbonylative C-C bond activations of cyclopropanes. The method involves the transient installation of an isocyanate-derived TDG, rather than relying on carbonyl condensation events as used in previous TDG-enabled C-C bond activations.

Item Type: Article
Depositing User: Symplectic Admin
Date Deposited: 21 Oct 2020 08:40
Last Modified: 18 Jan 2023 23:26
DOI: 10.1021/jacs.0c08973
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3104771