84624-41-9

Upstream product

• 108-94-1 cyclohexanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 17814-55-0 trichloro<(1-cyclohexenyl)oxy>silane 
• 104412-62-6 (1-cyclohexenyloxy)dimethoxyborane 
• 104412-60-4 cyclohexen-1-yloxybis(dimethylamino)borane 
• 91890-07-2 2-(1-cyclohexenyloxy)-1,3,2-dioxaborolane 
• 10468-40-3 cyclohexanone N-cyclohexylimine 

Downstream Products

• 13724-77-1 (1RS,2RS)-2<(SR)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanol 
• 13724-77-1 (1RS,2SR)-2<(RS)-Hydroxy-(4-methoxyphenyl)methyl>cyclohexanol 
• 108-94-1 cyclohexanone 
• 123-11-5 4-methoxy-benzaldehyde 
• 79963-36-3 (2α,4α,4aβ,8aβ)-2,4-Bis(4-methoxyphenyl)hexahydro-4H-1,3-benzodioxin 
• 79963-32-9 (1RS,2SR)-2<(RS)-Acetoxy-(4-methoxyphenyl)methyl>cyclohexylacetat 

Relevant academic research and scientific papers

Effects of magnesium salts and amines on the stereoselectivity in the imine aldol reaction

In the imine aldol reactions of 1 with aromatic aldehydes using magnesium salts in the presence of amines, the threo/erythro ratios of products increased in the order Mg(ClO4)2>MgI2>MgBr 2>MgCl2>Mg(OTf)2 and N,N,N′, N′-tetramethylethylenediamine (TMEDA)>Et3N. This increase in the threo/erythro ratios of products was estimated to be caused by a retro-imine aldol reaction under thermodynamic control.

Probing the Synergistic Catalytic Model: A Rationally Designed Urea-Tagged Proline Catalyst for the Direct Asymmetric Aldol Reaction

A urea tag was incorporated at the C-4 position of proline, cis to its COOH group, in order to explore the prospect of a synergistic effect between the two functional groups in the transition state of the enamine route to the asymmetric aldol reaction. Th

Highly enantioselective synthesis of syn-aldols of cyclohexanones via chiral primary amine catalyzed asymmetric transfer aldol reactions in ionic liquid

Chiral primary-tertiary diamine/TfOH was found to catalyze kinetic resolution of racemic syn-aldols of cyclohexanones in ionic liquid effectively, affording the chiral syn-aldols with up to 99:1 syn/anti and 99% ee.

An environmentally friendly Mukaiyama aldol reaction catalyzed by a strong Bronsted acid in solvent-free conditions

o-Benzenedisulfonimide, a new strong bench-stable Bronsted acid, has been shown to efficiently catalyze the Mukaiyama aldol reaction of aldehydes or dimethyl acetals with silyl enol ethers under mild solvent-free reaction conditions.

Asymmetrie retro- and transfer-aldol reactions catalyzed by a simple chiral primary amine

(Chemical Figure Presented) One stone four birds: A single chiral primary amine was found to catalyze unprecedented asymmetric retro-aldol and transfer-aldol reactions, leading to four different chiral aldol adducts from one common chiral source with up to 99:1 d.r. and 99% ee (see scheme).

A polymer-supported phosphoramide as a Lewis-base catalyst for the catalytic aldol reaction

The aldol reactions between trichlorosilyl enol ethers and aldehydes were catalyzed by an environmentally benign polymer-supported phosphoramide organocatalyst. Eight examples are reported with moderate to good chemical yields and stereoselectivity. Signi

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

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.

DIASTEREOSELECTIVE ALDOL REACTIONS OF CYCLOHEXANONE LITHIUM ENOLATE

The aldol addition reactions of the lithium enolate of cyclohexanone with aromatic aldehydes show high kinetic threo selectivity.

WATER-PROMOTED ORGANIC REACTIONS. ALDOL REACTION OF SILYL ENOL ETHERS WITH CARBONYL COMPOUNDS UNDER ATMOSPHERIC PRESSURE AND NEUTRAL CONDITIONS.

As a consequence of the hydrophobic effect, the reaction between silyl enol ethers and aldehydes are shown to proceed without a catalyst in aqueous solution and neutral conditions providing crossed-aldol products with a syn selectivity, as under pressure, that is the reverse in comparison with the acid catalysed reaction.With α,β-unsaturated aldehydes, 1,2- and 1,4-addition were observed, whereas with α,β-unsaturated ketones, only 1,4-addition occured.

Stereoselective Syntheses of Alkohols, XXV. - Generation of Enol Borates and Their Addition to Aldehydes

Ketone-derived enol borates, especially those having a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane unit, are stable compounds,which have been prepared either by borylation of lithium enolates or by oxidation of vinylboronates.These E- or Z-enol borates add to aldehydes in a stereoconvergent reaction leading to syn-aldols.Aldehyde-derived enol borates have a high tendency towards polymerization.Their in-situ addition to aldehydes generates 4-alkoxy-1,3,2-dioxaborinanes, which are internally protected aldols.