42479-96-9Relevant 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.
A direct aldol addition of simple thioesters employing soft enolization
Zhou, Guoqiang,Yost, Julianne M.,Coltart, Don M.
, p. 478 - 482 (2007/12/27)
Simple thioesters undergo direct aldol addition to aldehydes in the presence of magnesium bromide-diethyl ether and N,N-diisopropylethylamine using untreated, reagent grade dichloromethane under atmospheric conditions. The reactions proceed extremely rapi
A facile and efficient direct aldol addition of simple thioesters
Yost, Julianne M.,Zhou, Guoqiang,Coltart, Don M.
, p. 1503 - 1506 (2007/10/03)
Simple thioesters undergo direct aldol addition to aldehydes in the presence of MgBr2·OEt2 and i-Pr2NEt using untreated, reagent-grade CH2Cl2 under atmospheric conditions. The reactions proceed extrem
ENOLBORONATES: NEW PRACTICAL REAGENTS FOR REGIOSELECTIVE ALDOL CONDENSATIONS.
Gennari, Cesare,Colombo, Lino,Poli, Giovanni
, p. 2279 - 2282 (2007/10/02)
Enolboronates, new enolates directly accessible from carbonyl compounds and giving aldol products regioselectively and in good yield with aliphatic and aromatic aldehydes, are described.
