Asymmetric synthesis of propargylamides via 3,3'-disubstituted binaphthol-modified alkynylboronates.
[reaction: see text] Alkynylboronates derived from 3,3'-disubstituted-2,2'-binaphthols react with various N-acylimines to give the expected chiral propargylamides with up to 99% ee. This new methodology was applied to the first enantioselective synthesis of the antitubulin agent (-)-N-acetylcolchinol.
Wu
T Robert
TR
Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry, (GWC), Department of Chemistry, University of Waterloo, Ontario, Canada.
Chong
J Michael
JM