Carbonylative C-C Bond Activation of Aminocyclopropanes Using a Temporary Directing Group Strategy.
| Autor: | Wang GW; School of Chemistry, University of Bristol, Bristol, BS8 1TS, United Kingdom., Sokolova OO; School of Chemistry, University of Bristol, Bristol, BS8 1TS, United Kingdom., Young TA; Physical and Theoretical Laboratory, University of Oxford, Oxford, OX1 3QZ, United Kingdom., Christodoulou EMS; School of Chemistry, University of Bristol, Bristol, BS8 1TS, United Kingdom., Butts CP; School of Chemistry, University of Bristol, Bristol, BS8 1TS, United Kingdom., Bower JF; School of Chemistry, University of Bristol, Bristol, BS8 1TS, United Kingdom.; Department of Chemistry, University of Liverpool, Crown Street, Liverpool, L69 7ZD, United Kingdom. |
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| Jazyk: | angličtina |
| Zdroj: | Journal of the American Chemical Society [J Am Chem Soc] 2020 Nov 11; Vol. 142 (45), pp. 19006-19011. Date of Electronic Publication: 2020 Oct 30. |
| DOI: | 10.1021/jacs.0c08973 |
| Abstrakt: | 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. |
| Databáze: | MEDLINE |
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