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Imine Azaenolates: Synthesis, Reactivity, and Outlook

St John‐Campbell, Sahra; Sheppard, Tom D; (2022) Imine Azaenolates: Synthesis, Reactivity, and Outlook. Advanced Synthesis & Catalysis 10.1002/adsc.202200262. Green open access

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Abstract

Azaenolates are, quite simply, the aza variant of enolates. Compared to their oxygen counterparts, additional control of the reactivity of azaenolates can be achieved by altering the substituent on the nitrogen atom as well as the metal counterion. Since the seminal examples reported in the early 1960s, azaenolates of various metals have been shown to react with a diverse set of electrophilic partners, including challenging electrophiles such as alkyl fluorides, epoxides, and oxetanes. This review describes in detail the current state of the art of the chemistry of azaenolates derived from imines, with a particular focus on the comparison of the reactivity exhibited with different metal counterions.

Type: Article
Title: Imine Azaenolates: Synthesis, Reactivity, and Outlook
Open access status: An open access version is available from UCL Discovery
DOI: 10.1002/adsc.202200262
Publisher version: https://doi.org/10.1002/adsc.202200262
Language: English
Additional information: © 2022 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Keywords: Azaenolates; Imines; Enantioselectivity; Aldol; Enolates
UCL classification: UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL
URI: https://discovery.ucl.ac.uk/id/eprint/10152815
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