290370-47-7

Upstream product

• 31469-15-5 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene 
• 1122-91-4 4-bromo-benzaldehyde 
• 547-63-7 Methyl isobutyrate 

Downstream Products

• 644985-30-8 [4-(4,4-dimethyl-5-oxo-4,5-dihydro-1H-pyrazol-3-yl)-phenyl]-carbamic acid benzyl ester 
• 129618-65-1 3-(4-aminophenyl)-4,4-dimethyl-1H-pyrazol-5(4H)-one 
• 644985-25-1 3-(4-bromo-phenyl)-2,2-dimethyl-3-oxo-propionic acid methyl ester 

Relevant academic research and scientific papers

Lewis base catalyzed aldol reaction of trimethylsilyl enolates with aldehydes

A new Lewis base catalyzed aldol reaction of trimethylsilyl enolates with aldehydes is established in DMF or pyridine solvent by using a Lewis base such as lithium diphenylamide (Tables 4 and 5) or lithium 2-pyrrolidone (Tables 6-8). The effect of solvent

Mukaiyama aldol reactions catalyzed by a trimeric organo aluminum(III) alkoxide

Mukaiyama aldol reactions of enol ethers with a variety of aldehydes and ketones are efficiently catalyzed at 0-25 °C by the sterically bulky trimeric organo aluminum(III) alkoxide 1 synthesized via the reaction of 3 equiv of AlMe3 with tripodal tris(2-hydroxy-3-tert-butyl-5-methylphenyl) methane and the elimination of 3 equiv of methane. Comparisons of its catalytic properties with the less sterically hindered analogue 2, the more sterically hindered analogue 3, a monomeric aluminum near-analogue 4, and a dimeric alumatrane 5 revealed that 1 possesses superior activity.

Mukaiyama aldol reaction of trimethylsilyl enolate with aldehyde catalyzed by CuI

Cuprous iodide has been found to be a very effective catalyst for Mukaiyama aldol reaction of trimethylsilyl ketene acetal with aldehydes. The new catalytic system promotes efficiently the Mukaiyama aldol reaction in DMF to produce corresponding β-hydroxy carbonyl compounds in high yield.

P(PhCH2NCH2CH2)3N catalysis of Mukaiyama aldol reactions of aliphatic, aromatic, and heterocyclic aldehydes and trifluoromethyl phenyl ketone

(Chemical Equation Presented) Herein we find that proazaphosphatrane 1c is a very efficient catalyst for Mukaiyama aldol reactions of aldehydes with trimethylsilyl enolates in THF solvent. Only the activated ketone 2,2,2-trifluoroacetophenone underwent clean aldol product formation with a variety of trimethylsilyl enolates under similar conditions as the aldehydes. The reactions were carried out at room temperature using (1-methoxy-2-methyl-1- propenyloxy)trimethylsilane, whereas the temperature was -15 °C in the case of 1-phenyl-1-(trimethylsilyloxy)ethylene. The reaction conditions are mild and operationally simple, and a variety of aryl functional groups, such as nitro, amino, ester, chloro, trifluoromethyl, bromo, iodo, cyano, and fluoro groups, are tolerated. Product yields are generally better than or comparable to those in the literature. 1-Phenyl-1-(trimethylsilyloxy)ethylene, 1-(trimethylsilyloxy) cyclohexene, and 2-(trimethylsilyloxy)furan underwent clean conversion to β-hydroxy carbonyl compounds under our reaction conditions. In the case of bulky (2,2-dimethyl-1-methylenepropoxy)trimethylsilane, only α,β-unsaturated esters were isolated. Heterocyclic aldehydes, such as pyridine-2-carboxaldehyde, benzofuran-2-carboxaldehyde, benzothiophene-2- carboxaldehyde, and 1-methyl-2-imidazolecarboxaldehyde, gave good yields of Mukaiyama products. An optimized synthesis for the catalyst 1c is also reported herein. 2009 American Chemical Society.

Product-catalyzed aldol reaction between trimethylsilyl enolates and aldehydes

Aldol reactions between trimethylsilyl ketene acetals and aldehydes by using a catalytic amount of alkoxide anion proceeded smoothly to afford the corresponding aldols in DMF, indicating that the initially-formed aldolate anion effectively worked to catal

Some uses of mischmetall in organic synthesis

Mischmetall, an alloy of the light lanthanides, has been used in a variety of organic reactions, either as a coreductant in samarium(II)-mediated reactions (Barbier and Grignard-type reactions, pinacolic coupling reactions) or as the promoter of Reformatsky-type reactions. It has been also employed as the starting material for easy syntheses of lanthanide trihalides, the reactivity of which has been explored in Imamoto and Luche-Fukuzawa reactions and in Mukaiyama aldol reactions.

Benzyl vinylogous amide substituted aryldihydropyridazinones and aryldimethylpyrazolones as potent and selective PDE3B inhibitors

Aryldihydropyridazinones and aryldimethylpyrazolones with 2-benzyl vinylogous amide substituents have been identified as potent PDE3B subtype selective inhibitors. Dihydropyridazinone 8a (PDE3B IC50=0.19 nM, 3A IC50=1.3 nM) was selec

Lithium pyrrolidone catalyzed aldol reaction between aldehyde and trimethylsilyl enolate

Lithium pyrrolidone catalyzed aldol reaction between trimethylsilyl enolates and aldehydes proceeded smoothly in a DMF or pyridine solvent to afford the corresponding aldols under weakly basic conditions.

Ruthenium(II) and palladium(II) complexes mediated addition of ketene silyl ketal to aldehydes and ketones: Remarkable influence of the nature of the ligand

[Bis(diphenylphosphino)alkane]bis(propenyl)ruthenium(II) and [bis(diphenylphosphino)ethane]palladium(II) complexes catalyse the aldol addition of 1-methoxy-2-methyl- 1-trimethylsilyloxy-propene to aldehydes and ketones under neutral conditions affording t