Synfacts 2009(9): 1016-1016  
DOI: 10.1055/s-0029-1217688
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

CuBr-Mediated Oxyalkylation of Styrenes by Cyclic Ethers

Contributor(s): Paul Knochel, Andrei Gavryushin
K. Cheng, L. Huang, Y. Zhang*
Zhejiang University, Hangzhou, P. R. of China
Further Information

Publication History

Publication Date:
21 August 2009 (online)

Significance

The direct functionalization of C-H bonds offers an attractive way for the fast construction of relatively complex carbon scaffolds. The described reaction is a new type of vinyl­arenes oxyalkylation via the cleavage of a sp³ bond, adjacent to the oxygen atom. The products of such oxyalkylation are substituted ketones. This reaction utilizes an inexpensive catalyst and is quite easy to perform, giving simple access, among other products, to synthetically useful protected β-keto aldehydes.