88903-20-2Relevant academic research and scientific papers
Stereocontrol in aldol addition - Synthesis of syn and anti 3-Hydroxy aldehydes
Mahrwald,Costisella,Gündogan
, p. 262 - 264 (1998)
syn 3-Hydroxy aldehydes were obtained with a high level of stereoselectivity by aldol addition in the presence of TiCl4. The corresponding anti 3-hydroxy aldehydes were obtained by thermodynamic equilibration in the presence of titanium(IV) alkoxides.
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.
Germanium(II)-mediated reductive cross-aldol reaction of aldehydes: Synthesis of aldols with diastereocontrolled quaternary carbon centers
Tanaka, Shin-Ya,Yasuda, Makoto,Baba, Akio
, p. 1720 - 1724 (2008/02/11)
anti-Selective synthesis of aldols with quaternary carbon centers was achieved by germanium(II)-mediated reductive cross-aldol reaction of tertiary α-bromo aldehydes with both aromatic and aliphatic aldehydes. One-pot direct reduction and reductive aminat
OPTIMIZED PROCEDURE FOR THE CROSS-ALDOL CONDENSATION OF REACTIVE ALDEHYDES
Kohler, Boris A. B.
, p. 39 - 42 (2007/10/02)
The best method of direct aldol condensation has been optimized for reactive aldehydes.
ALDEHYDE ENOLATE. CROSS ALDOL REACTION via TIN(II) ENOLATE
Kato, Jun-ichi,Mukaiyama, Teruaki
, p. 1727 - 1728 (2007/10/02)
Tin(II) enolate, formed in situ by the oxidative addition of metallic tin 2-bromo-2-methylpropanal, reacts with aldehydes to give β-hydroxy aldehydes in fairly good yields.
