Trimethylsilyl Pentafluorophenylbis(trifluoromethanesulfonyl)methide as a Super Lewis Acid Catalyst for the Condensation of Trimethylhydroquinone with Isophytol

2‐(Pyridinium‐1‐yl)‐1,1‐bis(perfluoroalkylsulfonyl)ethan‐1‐ide: A Practical Reagent for Synthesis of Strongly Acidic 1,1‐Bis(perfluoroalkylsulfonyl)alkanes

“…Recently,L ist and co-workersa lso reported an effective asymmetric carbon-acid catalyst, in which ad isulfonylated, acidic CÀHm oiety was embedded in ab inaphthyl scaffold. [25] In such carbon-acid-induced Mukaiyama aldol-typer eactions, it was proposed that protonation of ketene silyl acetals by the carbon acidsi nitially occurred to give ion pair A (or silyl alkanide A'), [26] which acted as Lewis acidic R 3 Si + equivalents (Figure 8). [27] If silyl carboxonium species B (or the corresponding silyl alkanide B')i sg enerated by the Michael reaction of the Tf 2 C=CH 2 2a with ketene silyl acetals, electrophilic activation of carbonyl substrates would also be possible by silyl transfer reaction from this species.…”

Ten years of research in Chicago

“…This observation came from the general future of super Brønsted acid because of the regeneration of the same Lewis acid catalyst even after it had deteriorated. 9,40 …”

Rapid and Stereochemically Flexible Synthesis of Polypropionates: Super‐Silyl‐Governed Aldol Cascades

“…With highly selective syn and anti propionaldehyde aldol additions in hand, we turned our attention to multicomponent aldol reactions for the one-pot synthesis of highly complex molecules. [24] Our first goal was to see if a one-pot propionaldehyde/acetaldehyde cascade addition could be accom-plished. Benzaldehyde was treated with (E)-1 under standard conditions and monitored by TLC.…”

“…[24] Our first goal was to see if a one-pot propionaldehyde/acetaldehyde cascade addition could be accomplished. Benzaldehyde was treated with 1 E under standard conditions and monitored by TLC analysis.…”