Aromatic aldehyde-selective aldol addition with aldehyde-derived silyl enol ethers

作者:Kawajiri Takahiro; Ohta Reiya; Fujioka Hiromichi; Sajiki Hironao; Sawama Yoshinari*
来源:Chemical communications, 2018, 54(4): 374-377.
DOI:10.1039/c7cc08936h

摘要

The aldol reaction using aldehyde-derived silyl enolates as nucleophiles with aromatic aldehydes chemoselectively proceeded in the presence of silyl triflate and 2,2'-bipyridyl to produce beta-siloxy aldehydes, while the aliphatic aldehydes were completely recovered. The unprecedented chemoselectivities depend on the reactivities of the pyridinium-type intermediates derived from the aromatic and aliphatic aldehydes.

  • 出版日期2018-1-14