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

Chunlin Wu; Guizhou Yue; Christian Duc-Trieu Nielsen; Kai Xu; Hajime Hirao; Jianrong Zhou

doi:10.1021/jacs.5b11441

Author(s)

Chunlin Wu
Guizhou Yue
Christian Duc-Trieu Nielsen
Kai Xu
Jianrong Zhou

Detail(s)

Original language	English
Pages (from-to)	742-745
Journal / Publication	Journal of the American Chemical Society
Volume	138
Issue number	3
Publication status	Published - 27 Jan 2016
Externally published	Yes

Link(s)

DOI	DOI https://doi.org/10.1021/jacs.5b11441 Final Published version
	Check@CityULib
Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-84956825727&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(ca3cee53-6b08-4b0f-b9fb-16ac0dc95d5e).html

Abstract

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.

Citation Format(s)

[ RIS ] [ BibTeX ]

Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts. / Wu, Chunlin; Yue, Guizhou; Nielsen, Christian Duc-Trieu et al.

In: Journal of the American Chemical Society, Vol. 138, No. 3, 27.01.2016, p. 742-745.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review

Wu, C, Yue, G, Nielsen, CD-T, Xu, K, Hirao, H & Zhou, J 2016, 'Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts', Journal of the American Chemical Society, vol. 138, no. 3, pp. 742-745. https://doi.org/10.1021/jacs.5b11441

Wu, C., Yue, G., Nielsen, C. D-T., Xu, K., Hirao, H., & Zhou, J. (2016). Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts. Journal of the American Chemical Society, 138(3), 742-745. https://doi.org/10.1021/jacs.5b11441

Wu C, Yue G, Nielsen CD-T, Xu K, Hirao H, Zhou J. Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts. Journal of the American Chemical Society. 2016 Jan 27;138(3):742-745. doi: 10.1021/jacs.5b11441

Wu, Chunlin ; Yue, Guizhou ; Nielsen, Christian Duc-Trieu et al. / Asymmetric Conjugate Addition of Organoboron Reagents to Common Enones Using Copper Catalysts. In: Journal of the American Chemical Society. 2016 ; Vol. 138, No. 3. pp. 742-745.