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Upstream product

• 98-86-2 acetophenone 
• 552-89-6 2-nitro-benzaldehyde 
• 13735-81-4 1-styrenyloxytrimethylsilane 

Relevant academic research and scientific papers

N-triflylthiophosphoramide catalyzed enantioselective mukaiyama aldol reaction of aldehydes with silyl enol ethers of ketones

The first Bronsted acid catalyzed asymmetric Mukaiyama aldol reaction of aldehydes using silyl enol ethers of ketones as nucleophiles has been reported. A variety of aldehydes and silyl enol ethers of ketones afforded the aldol products in excellent yield

Direct asymmetric aldol reaction of acetophenones with aromatic aldehydes catalyzed by chiral Al/Zn heterobimetallic compounds

Chiral Al/Zn heterobimetallic complexes are effective catalysts for the direct highly enantioselective aldol reaction of acetophenones with aromatic aldehydes. The Al site in the complex acts as a Lewis acid to activate aldehyde, whereas ethylzinc alkoxide plays a role of a Br?nsted base to form a reactive zinc enolate with acetophenone. Distinct nature of two different metals contributes to the efficient direct asymmetric aldol reaction.

Highly stereoselective direct aldol reactions catalyzed by a bifunctional chiral diamine

The enantioselective organocatalytic direct aldol reactions of ketones with various aldehydes were developed by using chiral 1,2-cyclohexanediamine (DACH) based multifunctional ligands via a noncovalent catalysis mechanism. By using a catalyst, we also obtained functionalized 3-alkyl-3-hydroxyindolin-2-ones in high yields and with good to excellent enantioselectivities.

Investigations of enantioreversal in both direct and directed enantioselective aldol reactions catalyzed by CuCl2[(-)-sparteine] and NiCl2[(-)-sparteine] complexes

The use of structurally well-defined chiral [CuCl2(sparteine)] 1 and [NiCl2(sparteine)] 2 complexes as catalysts under fluoride anion-promoted double catalytic activation (DCA) conditions cause enantioreversal in the asymmetric Mukaiyama aldol reaction of 1-phenyl-1-trimethylsiloxyethylene with various aromatic aldehydes. A similar enantioreversal also occurs in the direct aldol reaction between methyl vinyl ketone and various aromatic aldehydes under Et3N promoted DCA conditions. We have quantitatively analyzed using group theoretical analysis via symmetry deformation coordinates, the molecular structures of 1 and 2 from the X-ray structural data; the results from the study show that the innate stereochemical differences that are present in their molecular structures, form the basis for the enantioreversal phenomenon in the asymmetric C-C bond-forming aldol reactions.

(S)-Pyrrolidine sulfonamide catalyzed asymmetric direct aldol reactions of aryl methyl ketones with aryl aldehydes

A (S)-pyrrolidine sulfonamide catalyzed asymmetric direct aldol reaction of aryl methyl ketones with aromatic aldehydes has been developed with moderate to good enantioselectivities. The study considerably broadens the substrate scope of chiral amines pro