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Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization

Clarke, Christopher; Incerti-Pradillos, Celia A.; Lam, Hon Wai

Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization Thumbnail


Authors

Christopher Clarke

Celia A. Incerti-Pradillos

HON LAM Hon.Lam@nottingham.ac.uk
Professor of Sustainable Chemistry



Abstract

Nickel-catalyzed additions of arylboronic acids to alkynes, followed by enantioselective cyclizations of the alkenylnickel species onto tethered ketones or enones, are reported. These reactions are reliant upon the formal anti-carbonickelation of the alkyne, which is postulated to occur by the reversible E/Z isomerization of an alkenylnickel species.

Citation

Clarke, C., Incerti-Pradillos, C. A., & Lam, H. W. (2016). Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization. Journal of the American Chemical Society, 138(26), https://doi.org/10.1021/jacs.6b04206

Journal Article Type Article
Acceptance Date Jun 11, 2016
Publication Date Jun 22, 2016
Deposit Date Jul 18, 2016
Publicly Available Date Mar 29, 2024
Journal Journal of the American Chemical Society
Print ISSN 0002-7863
Electronic ISSN 1520-5126
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 138
Issue 26
DOI https://doi.org/10.1021/jacs.6b04206
Public URL https://nottingham-repository.worktribe.com/output/793872
Publisher URL http://pubs.acs.org/doi/abs/10.1021/jacs.6b04206

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