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Synthesis of Spirocyclic 1,2-Diamines by Dearomatising Intramolecular Diamination of Phenols

07 November 2022, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.

Abstract

The stereocontrolled synthesis of complex spirotricyclic systems containing an embedded syn-1,2-diaminocyclohexane unit is reported, based upon a dearomatising oxidation of phenols bearing pendant ureas capable of acting as double nucleophiles. This complexity-generating transformation yields products with rich functionality suitable for application in the synthesis of potentially bioactive compounds.

Keywords

diamine
dearomatisation
spirocycle

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Now Published

Synthesis of spirocyclic 1,2-diamines by dearomatising intramolecular diamination of phenols [opens in a new tab]
Anthony Aimon, Mark J. Dow, Abigail R. Hanby, Ephraim A. Okolo, Christopher M. Pask, Adam Nelson, Stephen P. Marsden journal article
Chemical Communications , Volume 59, Issue 5
Online publication date: 2023

Version History

Nov 07, 2022 Version 1

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-q2r14
D O I: 10.26434/chemrxiv-2022-q2r14 [opens in a new tab]

Funding

Innovative Medicines Initiative
115489

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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