jo5b02273_si_001.pdf (8.58 MB)
Brønsted Acid-Catalyzed Reactions of Trifluoroborate Salts with Benzhydryl Alcohols
journal contribution
posted on 2015-12-18, 00:00 authored by Kayla
M. Fisher, Yuri BolshanBrønsted
acid-catalyzed carbon–carbon bond forming
methodology using potassium alkynyl- and alkenyltrifluoroborate salts
has been developed. Organotrifluoroborates react with benzhydryl alcohols
to afford a broad range of alkynes and alkenes in good to excellent
yields. This protocol features good atom economy because organotrifluoroborate
salts and alcohols react in a 1:1 ratio. Furthermore, a variety of
unprotected functional groups were tolerated under the developed conditions,
including amide, aldehyde, free hydroxyl, and carboxylic acid.