Synfacts 2010(3): 0335-0335  
DOI: 10.1055/s-0029-1219316
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

BF3-Mediated Coupling of Organotrifluoro-borates and Acetals

Contributor(s):Paul Knochel, Tobias Thaler
T. A. Mitchell, J. W. Bode*
University of Pennsylvania, USA
Synthesis of Dialkyl Ethers from Organotrifluoroborates and Acetals
J. Am. Chem. Soc.  2009,  131:  18057-18059  
Further Information

Publication History

Publication Date:
18 February 2010 (online)


Significance

A novel C-C bond formation ­approach using organotrifluoroborates for the synthesis of unsymmetrically substituted dialkyl ethers has been developed.

Comment

The reaction is general and well-tolerant of functional groups. Sterically demanding and sensitive dialkyl ethers which would be difficult to prepare via the common Williamson ether synthesis could be easily accessed.