321307-10-2

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 815-52-1 2-bromopentan-3-one 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 

Downstream Products

• 14371-10-9 (E)-3-phenylpropenal 
• 104-53-0 3-phenyl-propionaldehyde 
• 1093383-63-1 1,6-diphenyl-1-hexene-3,4-diol 

Relevant academic research and scientific papers

Isothiourea-Catalysed Sequential Kinetic Resolution of Acyclic (±)-1,2-Diols

The isothiourea-catalysed acylative kinetic resolution of a range of acyclic (±)-1,2-diols using 1 molpercent of catalyst under operationally simple conditions is reported. Significantly, the bifunctional nature of (±)-1,2-diols was exploited in a sequential double kinetic resolution, in which both kinetic resolutions operate synergistically to provide access to highly enantioenriched products. The principles that underpin this process are discussed, and selectivity factors for the individual kinetic resolution steps are reported in a model system.

Simple and expeditious pinacol coupling of non usual α,β-unsaturated carbonyl compounds in water

Using zinc (0) in a 5% v AcOH aqueous solution allowed the efficient pinacol coupling of aliphatic or aromatic unusual, α,β-unsaturated carbonyl compounds such as citral A in good to excellent yields (56-99%). It can also be successfully applied to acetophenone.

Grubbs carbene complex-catalyzed cleavage of allyl vic-diols to aldehydes with a co-oxidant: Application to the selective cleavage of huge marine molecules

An oxidative cleavage of allyl vic-diols to aldehydes catalyzed by a Grubbs carbene complex using a co-oxidant has been established for the first time, with good yields. The utility of this selective cleavage reaction was demonstrated through the use of two huge marine molecules, symbiodinolide and N-p-BrBz palytoxin.

Diastereoselective pinacol coupling reaction of aliphatic and aromatic aldehydes promoted by low valent titanium iodide in situ formed by titanium(IV) iodide and copper

The pinacol coupling reaction of aromatic and aliphatic aldehydes including pivalaldehyde with low valent titanium iodide, in situ formed from titanium iodide(IV) and copper, proceeded smoothly in a mixed solvent of dichloromethane and pivalonitrile to give the corresponding 1,2-diols in good to high yields and dl-selectivities.

Diastereoselective aldol and reformatsky reactions of α-halo carbonyl compounds and aldehydes mediated by Titanium(II) Chloride

Highly diastereoselective aldol reactions of α-bromo ketones with several aldehydes were successfully carried out by using a combination of titanium(II) chloride and copper or sodium iodide in dichloromethane-pivalonitrile at low temperature. Similarly, Reformatsky reactions of α-bromo thioester with aliphatic aldehydes proceeded to afford β-hydroxy thioesters in good yields under mild conditions.

Diastereoselective aldol reaction of α-bromo ketones with aliphatic aldehydes by using titanium(II) chloride and copper

Highly diastereoselective aldol reaction of α-bromo ketones with aliphatic aldehydes was successfully carried out by using titanium(II) chloride and copper in dichloromethane at low temperature. Similarly, Reformatsky-type reaction of α-bromo thioester with aliphatic aldehydes was promoted under mild conditions to afford β-hydroxy thioesters in good to moderate yields.