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

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 rever...

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Main Authors: Clarke, Christopher, Incerti-Pradillos, Celia A., Lam, Hon Wai
Format: Article
Published: American Chemical Society 2016
Online Access:https://eprints.nottingham.ac.uk/34188/
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author Clarke, Christopher
Incerti-Pradillos, Celia A.
Lam, Hon Wai
author_facet Clarke, Christopher
Incerti-Pradillos, Celia A.
Lam, Hon Wai
author_sort Clarke, Christopher
building Nottingham Research Data Repository
collection Online Access
description 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.
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institution University of Nottingham Malaysia Campus
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publishDate 2016
publisher American Chemical Society
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spelling nottingham-341882020-05-04T17:55:32Z https://eprints.nottingham.ac.uk/34188/ 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 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. American Chemical Society 2016-06-22 Article PeerReviewed Clarke, Christopher, Incerti-Pradillos, Celia A. and Lam, Hon Wai (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). pp. 8068-8071. ISSN 1520-5126 http://pubs.acs.org/doi/abs/10.1021/jacs.6b04206 doi:10.1021/jacs.6b04206 doi:10.1021/jacs.6b04206
spellingShingle 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
title Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization
title_full Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization
title_fullStr Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization
title_full_unstemmed Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization
title_short Enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel E/Z isomerization
title_sort enantioselective nickel-catalyzed anti-carbometallative cyclizations of alkynyl electrophiles enabled by reversible alkenylnickel e/z isomerization
url https://eprints.nottingham.ac.uk/34188/
https://eprints.nottingham.ac.uk/34188/
https://eprints.nottingham.ac.uk/34188/