Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts

Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts

Copper complexes of phosphoramidites efficiently catalyzed asymmetric addition of arylboron reagents to acyclic enones. Importantly, rare 1,4-insertion of arylcopper(I) was identified which led directly to O-bound copper enolates. The new mechanism is fundamentally different from classical oxidative...

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Main Authors: Wu, Chunlin, Yue, Guizhou, Nielsen, Christian Duc-Trieu, Xu, Kai, Hirao, Hajime, Zhou, Jianrong (Steve)
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2018
Subjects:
Acyclic Enones
Asymmetric Addition
Online Access:https://hdl.handle.net/10356/89360
http://hdl.handle.net/10220/44890
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-893602023-02-28T19:24:06Z Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts Wu, Chunlin Yue, Guizhou Nielsen, Christian Duc-Trieu Xu, Kai Hirao, Hajime Zhou, Jianrong (Steve) School of Physical and Mathematical Sciences Acyclic Enones Asymmetric Addition Copper complexes of phosphoramidites efficiently catalyzed asymmetric addition of arylboron reagents to acyclic enones. Importantly, rare 1,4-insertion of arylcopper(I) was identified which led directly to O-bound copper enolates. The new mechanism is fundamentally different from classical oxidative addition/reductive elimination of organocopper(I) on enones. MOE (Min. of Education, S’pore) Accepted version 2018-05-24T04:41:35Z 2019-12-06T17:23:48Z 2018-05-24T04:41:35Z 2019-12-06T17:23:48Z 2016 Journal Article Wu, C., Yue, G., Nielsen, C. D.-T., Xu, K., Hirao, H., & Zhou, J. (S.) (2016). Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts. Journal of the American Chemical Society, 138(3), 742-745. 0002-7863 https://hdl.handle.net/10356/89360 http://hdl.handle.net/10220/44890 10.1021/jacs.5b11441 en Journal of the American Chemical Society © 2016 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by Journal of the American Chemical Society, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/jacs.5b11441]. 5 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Acyclic Enones
Asymmetric Addition
spellingShingle Acyclic Enones
Asymmetric Addition
Wu, Chunlin
Yue, Guizhou
Nielsen, Christian Duc-Trieu
Xu, Kai
Hirao, Hajime
Zhou, Jianrong (Steve)
Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
description Copper complexes of phosphoramidites efficiently catalyzed asymmetric addition of arylboron reagents to acyclic enones. Importantly, rare 1,4-insertion of arylcopper(I) was identified which led directly to O-bound copper enolates. The new mechanism is fundamentally different from classical oxidative addition/reductive elimination of organocopper(I) on enones.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wu, Chunlin
Yue, Guizhou
Nielsen, Christian Duc-Trieu
Xu, Kai
Hirao, Hajime
Zhou, Jianrong (Steve)
format Article
author Wu, Chunlin
Yue, Guizhou
Nielsen, Christian Duc-Trieu
Xu, Kai
Hirao, Hajime
Zhou, Jianrong (Steve)
author_sort Wu, Chunlin
title Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
title_short Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
title_full Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
title_fullStr Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
title_full_unstemmed Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts
title_sort asymmetric conjugate addition of organoboron reagents to common enones using copper catalysts
publishDate 2018
url https://hdl.handle.net/10356/89360
http://hdl.handle.net/10220/44890
_version_ 1759857105174528000

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