Unique effect of coordination of an alkene moiety in products on Ruthenium-catalyzed chemoselective C-H alkenylation

Satoshi Ueno; Takuya Kochi; Naoto Chatani; Fumitoshi Kakiuchi

doi:10.1021/ol802819b

Unique effect of coordination of an alkene moiety in products on Ruthenium-catalyzed chemoselective C-H alkenylation

Satoshi Ueno, Takuya Kochi, Naoto Chatani, Fumitoshi Kakiuchi

Research output: Contribution to journal › Article

29 Citations (Scopus)

Abstract

Ruthenium-catalyzed alkenylation of 2'-alkoxyacetophenones with alkenylboronates provides ortho C-H alkenylation products without sacrificing an ether functional group at the other ortho position. Both excellent chemoselectivity and high product yields are achieved with an aryloxo ruthenium complex. The effective suppression of the C-O bond cleavage was attained by coordination of the alkenyl moiety in the C-H alkenylation product to the ruthenium center.

Original language	English
Pages (from-to)	855-858
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	4
DOIs	https://doi.org/10.1021/ol802819b
Publication status	Published - 2009 Feb 19
Externally published	Yes

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ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

Cite this

Ueno, S., Kochi, T., Chatani, N., & Kakiuchi, F. (2009). Unique effect of coordination of an alkene moiety in products on Ruthenium-catalyzed chemoselective C-H alkenylation. Organic Letters, 11(4), 855-858. https://doi.org/10.1021/ol802819b

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10.1021/ol802819b