Boron trichloride-mediated reactions of propargyl alkoxides with allyltrimethylsilanes

ORGN 420

George W Kabalka, Kabalka@utk.edu, Min-Liang Yao, yao@ion.chem.utk.edu, and Scott Borella, borella@ion.chem.utk.edu. Departments of Chemistry and Radiology, University of Tennessee, Buehler Hall, Knoxville, TN 37996
Cations are generated by treatment of propargylic alkoxides with boron trichloride instead of the anticipated boronate complexes. The reactions are important because the cations are generated in the absence of Brønsted acids. One application of the Brønsted acid-free reaction is the efficient allylation of propargylic alcohols.

 

New Reactions and Methodology
1:00 PM-5:20 PM, Tuesday, 12 September 2006 Moscone Center -- Room 133, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006