Kinugasa reactions in water: From green chemistry to bioorthogonal labelling

DOI	Resolve DOI: https://doi.org/10.3390/molecules20046959
Author	Search for: Chigrinova, Mariya¹; Search for: MacKenzie, Douglas A.¹; Search for: Sherratt, Allison R.¹; Search for: Cheung, Lawrence L. W.¹; Search for: Pezacki, John Paul¹
Name affiliation	National Research Council Canada. Medical Devices
Format	Text
Type	Article
Journal title	Molecules
ISSN	1420-3049
Volume	20
Issue	4
Pages	6959–6969; # of pages: 11
Abstract	The Kinugasa reaction has become an efficient method for the direct synthesis of β-lactams from substituted nitrones and copper(I) acetylides. In recent years, the reaction scope has been expanded to include the use of water as the solvent, and with micelle-promoted [3+2] cycloadditions followed by rearrangement furnishing high yields of β-lactams. The high yields of stable products under aqueous conditions render the modified Kinugasa reaction amenable to metabolic labelling and bioorthogonal applications. Herein, the development of methods for use of the Kinugasa reaction in aqueous media is reviewed, with emphasis on its potential use as a bioorthogonal coupling strategy.
Publication date	2015-04-16
Publisher	MDPI AG
Language	English
Peer reviewed	Yes
NPARC number	21275818
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Record identifier	a1b8d7c9-a7e1-41c1-8b8f-d8b9dbe57b69
Record created	2015-07-14
Record modified	2016-05-09