116047-23-5

Upstream product

• 73739-28-3 2,4-dimethyl-3-hydroxy-1-phenyl-1-pentanone 
• 78-84-2 isobutyraldehyde 
• 93-55-0 1-phenyl-propan-1-one 
• 73739-37-4 syn-3-hydroxy-2,4-dimethyl-1-phenylpentan-1-one 
• 565-69-5 ethyl isopropyl ketone 
• 100-52-7 benzaldehyde 
• 123-38-6 propionaldehyde 

Relevant academic research and scientific papers

Toward asymmetric aldol-Tishchenko reactions with enolizable aldehydes: Access to defined configured stereotriads, tetrads, and stereopentads

(Chemical Equation Presented) Asymmetric aldol-Tishchenko reactions of enolizable aldehydes and ketones in the presence of chiral BINOLTi(OtBu) 2/cinchona alkaloids complexes are described. Different configurative outcomes of these reactions depend on an equilibration through a retro aldol/aldol sequence and can be influenced by the configurative architecture of substrates. The results are explained by means of transition state models and rate constants. These considerations offer a fine-tuning of diastereoselectivity in aldol-Tishchenko reactions. Extensions of this research give access to defined configured stereotriads, stereotetrads, and stereopentads.

The role of the α-stereogenic center in the control of stereoselection in the reduction of α-alkyl-β-hydroxy ketones: A highly diastereoselective protocol for the synthesis of 1,2-syn-2-alkyl-1,3-diols

Accurate investigations on the role played by an α-stereogenic center in controlling the reduction of various classes of β-hydroxy ketones allowed us to set up a general and highly diastereoselective protocol for the synthesis of 2-alkyl-1,3-diols with 1,

Tandem aldol-reduction reaction of dimethylsilyl enolates: A new method for stereoselective preparation of 1,3-diols

In the presence of a catalytic amount of TBAF (Bu4NF), dimethylsilyl enolates derived from acyclic ketones reacted with aldehydes to give syn,syn-1,3-diols 7a and 8a with moderate to high diastereoselectivity. The stereochemical outcome can be attributed to a syn-selective aldol reaction and the subsequent 1,2-syn-selective intramolecular reduction.

Simple metal alkoxides as effective catalysts for the hetero-aldol-Tishchenko reaction

(equation presented) This paper reports the utility of simple metal alkoxides for the catalytic, stereoselective hetero-aldol-Tishchenko reaction (eq 1). Choice of metal alkoxide is crucial to achieving high efficiency and stereoselectivity. Whereas NaO-t

BCl3- and TiCl4-mediated reductions of β-hydroxy ketones

Syn-selective reduction protocols for β-hydroxy ketones are described exploiting the intermediacy of titanium and boron chelates derived from TiCl4 and BCl3, respectively. Reductions are conducted at -78°C in CH2Cl2/

1,2-ANTI DIASTEREOSELECTIVE REDUCTION OF 2-ALKYL-3-HYDROXY-KETONES VIA THEIR SILYL ETHERS.

T-butyldimethylsilyl ethers of a range of acyclic 2-alkyl-3-hydroxy-ketones are reduced with lithium aluminium hydride to give with a high 1,2-anti diastereoselective induction syn,anti or anti,anti 2-alkyl-1,3-diols.