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Copper-catalyzed functionalization of enynes

Copper-catalyzed functionalization of enynes
Copper-catalyzed functionalization of enynes

The copper-catalyzed functionalization of enyne derivatives has recently emerged as a powerful approach in contemporary synthesis. Enynes are versatile and readily accessible substrates that can undergo a variety of reactions to yield densely functionalized, enantioenriched products. In this perspective, we review copper-catalyzed transformations of enynes, such as boro- and hydrofunctionalizations, copper-mediated radical difunctionalizations, and cyclizations. Particular attention is given to the regiodivergent functionalization of 1,3-enynes, and the current mechanistic understanding of such processes. 

2041-6520
11380-11393
Dherbassy, Quentin
84c92592-f8db-4811-a5ad-f717d554713e
Manna, Srimanta
79e58031-758a-42ae-9110-5ceec8a2f9e9
Talbot, Fabien J.T.
fc968b03-833f-4fc6-b6bd-4771170a7458
Prasitwatcharakorn, Watcharapon
b7d44200-a55d-46af-8419-2d5f81455926
Perry, Gregory J.P.
766e7fc8-abf3-4d1e-9949-c1b3439a2185
Procter, David J.
7642b405-d26f-4064-b0d2-8a1d562348b4
Dherbassy, Quentin
84c92592-f8db-4811-a5ad-f717d554713e
Manna, Srimanta
79e58031-758a-42ae-9110-5ceec8a2f9e9
Talbot, Fabien J.T.
fc968b03-833f-4fc6-b6bd-4771170a7458
Prasitwatcharakorn, Watcharapon
b7d44200-a55d-46af-8419-2d5f81455926
Perry, Gregory J.P.
766e7fc8-abf3-4d1e-9949-c1b3439a2185
Procter, David J.
7642b405-d26f-4064-b0d2-8a1d562348b4

Dherbassy, Quentin, Manna, Srimanta, Talbot, Fabien J.T., Prasitwatcharakorn, Watcharapon, Perry, Gregory J.P. and Procter, David J. (2020) Copper-catalyzed functionalization of enynes. Chemical Science, 11 (42), 11380-11393. (doi:10.1039/d0sc04012f).

Record type: Review

Abstract

The copper-catalyzed functionalization of enyne derivatives has recently emerged as a powerful approach in contemporary synthesis. Enynes are versatile and readily accessible substrates that can undergo a variety of reactions to yield densely functionalized, enantioenriched products. In this perspective, we review copper-catalyzed transformations of enynes, such as boro- and hydrofunctionalizations, copper-mediated radical difunctionalizations, and cyclizations. Particular attention is given to the regiodivergent functionalization of 1,3-enynes, and the current mechanistic understanding of such processes. 

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Accepted/In Press date: 7 October 2020
e-pub ahead of print date: 7 October 2020
Additional Information: Funding Information: We thank the Leverhulme Trust (PDRA to Q. D.; RPG-2016-360), the European Union Horizon 2020 (Fellowship to S. M.; Marie Sklodowska-Curie grant 798846-CuCAN), the Royal Government of Thailand (DPST scholarship to W. P.), AstraZeneca (CASE Studentship to F. J. T. T.), EPSRC (Studentship to F. J. T. T. and Established Career Fellowship to D. J. P.; EP/M005062/1), SCI (Scholarship to F. J. T. T.), and the University of Manchester (Lectureship to G. J. P. P.).

Identifiers

Local EPrints ID: 478028
URI: http://eprints.soton.ac.uk/id/eprint/478028
ISSN: 2041-6520
PURE UUID: aff5cc4c-b155-4229-8fba-e0f8452d7a01
ORCID for Gregory J.P. Perry: ORCID iD orcid.org/0000-0001-8173-3369

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Date deposited: 21 Jun 2023 16:31
Last modified: 06 Jun 2024 02:17

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Contributors

Author: Quentin Dherbassy
Author: Srimanta Manna
Author: Fabien J.T. Talbot
Author: Watcharapon Prasitwatcharakorn
Author: Gregory J.P. Perry ORCID iD
Author: David J. Procter

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