57548-42-2Relevant academic research and scientific papers
Chemoselective aldol condensation in 5 mol dm 3 lithium perchlorate-nitromethane. A comparison with lithium perchloratediethyl ether medium
Sudha,Sankararaman
, p. 383 - 386 (2007/10/03)
Aldol reactions of silyl enol ethers with aldehydes proceed in 5 mol dm 3 lithium perchlorate-nitromethane medium at ambient temperature. The reaction is highly chemoselective such that only aldehydes and cyclic ketones reacted while acyclic and aromatic ketones failed to react. The same reaction is not promoted in 5 mol dm"3 lithium perchlorate-diethyl ether medium. The difference between these two media is explained by the increased Lewis acidity of the lithium ion in nitromethane compared to that in ether.
Uncatalyzed aldol reaction using a dimethylsilyl enolate and α- dimethylsilyl ester in N,N-dimethylformamide
Miura, Katsukiyo,Sato, Hiroshi,Tamaki, Kentaro,Ito, Hajime,Hosomi, Akira
, p. 2585 - 2588 (2007/10/03)
Dimethylsilyl enolates and α-dimethylsilyl esters reacted with aldehydes in N,N-dimethyl-formamide without an activator to give aldol adducts in moderate to good yields. Under the same conditions, the corresponding trimethylsilyl derivatives exhibited lower reactivities toward the aldol reaction.
BiCl3-catalyzed Mukaiyama-aldol and carbonyl-ene reactions
Peidro, Laurence,Le Roux, Christophe,Laporterie, Andre,Dubac, Jacques
, p. 397 - 399 (2007/10/03)
The H-ene pathway has not been detected for the bismuth(III) chloride-catalyzed Mukaiyama-aldol reaction involving silyl enol ethers and aldehydes. The silatropic ene-like process is the only mechanism observed, even with the weakly reactive 1-(trimethylsilyloxy) cyclohexene. However, trimerization of an aliphatic aldehyde can occur.
Surface-mediated solid phase reaction. I. Aldol reaction of silyl enol ethers with aldehydes on a solid surface of neutral alumina: Selectivity for anti aldols
Ranu,Chakraborty
, p. 5333 - 5338 (2007/10/02)
The aldol reaction of trimethyl silyl enol ethers with aldehydes on the solid surface of neutral alumina under sonication without any solvent is found to proceed providing cross aldol products with anti selectivity.
New Effective Catalysts for Mukaiyama-Aldol and -Michael Reactions: BiCl3 - Metallic Iodide Systems
Roux, Christophe Le,Gaspard-Iloughmane, Hafida,Dubac, Jacques,Jaud, Joel,Vignaux, Pierre
, p. 1835 - 1839 (2007/10/02)
Metallic iodide-activated bismuth(III) chloride efficiently catalyzes the Mukaiyama-Aldol and -Michael reactions.Some examples of reactions of silyl enol ethers derived from acetophenone and cyclohexanone (1 and 2, respectively) with aldehydes, ketones, a
ALDOL REACTION OF TRICHLOROTITANIUM ENOLATES. REVALUATION OF THE BOAT TRANSITION STATE
Nakamura, Eiichi,Kuwajima, Isao
, p. 3343 - 3346 (2007/10/02)
The trichlorotitanium enolates generally undergo an erythro selective aldol reaction except one case which gives a threo aldol.A new form of the boat transition state has been proposed.
ERYTHRO SELECTIVE ALDOL REACTION OF α-TRICHLOROSTANNYL KETONES
Nakamura, Eiichi,Kuwajima, Isao
, p. 3347 - 3350 (2007/10/02)
The aldol reaction of α-stannyl ketones with aromatic and aliphatic aldehydes is highly (up to 95percent) erythro selective.
