52190-16-6Relevant academic research and scientific papers
One-pot enol silane formation-Mukaiyama aldol reactions: Crossed aldehyde-aldehyde coupling, thioester substrates, and reactions in ester solvents
Downey, C. Wade,Dixon, Grant J.,Ingersoll, Jared A.,Fuller, Claire N.,MacCormac, Kenneth W.,Takashima, Anna,Sediqui, Rohina
supporting information, (2019/10/14)
Trimethylsilyl trifluoromethanesulfonate (TMSOTf) and a trialkylamine base promote both in situ enol silane/silyl ketene acetal formation and Mukaiyama aldol addition reactions between a variety of reaction partners in a single reaction flask. Isolation of the required enol silane or silyl ketene acetal is not necessary. For example, crossed aldol reactions between α-disubstituted aldehydes and non-enolizable aldehydes yield β-hydroxy aldehydes in good yield. In a related reaction, the common laboratory solvent ethyl acetate functions as both an enolate precursor and a green reaction solvent. When thioesters are employed as enolate precursors, high yields for additions to non-enolizable aldehydes are routinely observed.
Carbamoylation using the CO-containing Copper Complex derived from Lithium N-methylanilide
Wakita, Yoshiaki,Kobayashi, Toshio,Maeda, Minoru,Kojima, Masaharu
, p. 3395 - 3398 (2007/10/02)
Lithium N-methylanilide, prepared from N-methylaniline and n-butyllithium, readily absorbed CO at atmospheric pressure in the presence of cuprous iodide to produce a CO-containing copper complex.Treatment of this complex with organic halides gave the corresponding amides in good yields.Keywords - carbonylation; carbamoylation; carbon monoxide; cuprous iodide; lithium N-methylanilide
