204574-76-5

Upstream product

• 108-05-4 vinyl acetate 
• 51558-95-3 1-phenyl-2-(phenylselanyl)ethanol 
• 1666-13-3 diphenyl diselenide 
• 56751-12-3 2-chloro-1-phenylethanol 

Downstream Products

• 134679-60-0 (-)-1-phenyl-pent-4-en-1-ol 
• 125556-51-6 2-(p-methoxyphenyl)-2-phenylethyl phenyl selenide 
• 936251-88-6 methyl {[(1R)-1-phenyl-2-(phenylseleno)ethyl]oxy}acetate 
• 676547-92-5 (2S,5R)-2-phenyl-5-[(phenylseleno)methyl]tetrahydrofuran 
• 676547-91-4 (2S,5S)-2-phenyl-5-[(phenylseleno)methyl]tetrahydrofuran 
• 936251-92-2 (3R,5S)-5-phenyltetrahydrofuran-3-yl acetate 
• 936251-92-2 (3S,5S)-5-phenyltetrahydrofuran-3-yl acetate 
• 944125-07-9 (5S)-phenyltetrahydrofuran-3-ol 
• 936251-89-7 {[(1R)-1-phenyl-2-(phenylseleno)ethyl]oxy}acetaldehyde 

Relevant academic research and scientific papers

Lipase-catalyzed resolution of β-hydroxy selenides

Eleven β-hydroxy selenides were kinetically resolved using an immobilized lipase (Amano PS-C II) in toluene in the presence of vinyl acetate at 30 °C. This approach provided, in several cases, both enantiomers in high enantiomeric excess. The role of the size of substituents and the behaviour of cyclic β-hydroxy selenides is also discussed. Enantiopure β-hydroxy selenides are useful building blocks. As an application of this chemistry, enantiopure (1S,2R)-indene oxide was obtained in one step from the proper enantiopure β-hydroxy selenide.

Intramolecular addition of carbon radicals to aldehydes: synthesis of enantiopure tetrahydrofuran-3-ols

A simple and efficient substrate-controlled asymmetric synthesis of enantiopure tetrahydrofuran-3-ols by a 5-exo-trig radical cyclization is described. This cyclization occurs when a δ-carbon radical adds intramolecularly to the carbonyl group of an aldeh