92242-20-1Relevant 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.
An efficient direct-aldol addition of methyl ketones with aldehydes promoted by MgI2 etherate
Liu, Yingshuai,Shen, Hangzhou,Zhang, Xingxian
, p. 111 - 115 (2013/03/13)
Direct aldol addition of ketones with aromatic aldehydes and vinyl aldehyde was carried out efficiently in the presence of MgI2 etherate and Et3N using untreated reagent grade CH2Cl2 under atmospheric conditions in a mild, efficient and highly chemoselective manner. Iodide counterion and non-coordinating reaction media (i.e., CH 2Cl2) are among the critical factors for the unique reactivity of this reaction system.
DESILYLATIVE CONDENSATION REACTIONS OF ELECTRONEGATIVELY SUBSTITUTED 1-(TRIMETHYLSILYL)CYCLOPROPANES
Blankenship, Craig,Wells, Gregory J.,Paquette, Leo A.
, p. 4023 - 4032 (2007/10/02)
The 1-trimethylsilyl derivatives of methyl cyclopropanecarboxylate, cyanocyclopropane, and acetylcyclopropane are readily converted into tetraalkylammonium salts of the corresponding anions by desilylation.These reactions occur at 0 deg C in tetrahydrofur
