459174-02-8

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 459174-26-6 3-bromo-2-phenyl-2-cyclopenten-1-one 
• 5864-79-9 2-phenyl-1,3-cyclopentanedione 
• 91962-68-4 3-methoxy-2-phenyl-2-cyclopenten-1-one 
• 98-80-6 phenylboronic acid 
• 108-90-7 chlorobenzene 
• 5870-62-2 3-hydroxy-2-cyclopenten-1-one 

Relevant academic research and scientific papers

TFP as a ligand in Au(i)-catalyzed dihydropyran synthesis. Unprecedented rearrangement of dihydropyrans into cyclopentenones

Dihydropyrans have been prepared by the cyclisation of easily accessible propargyl vinyl ethers with (TFP)AuCl/AgBF4 as a catalyst in high yields. These compounds undergo acid-catalysed rearrangement into cyclopentenone derivatives.

Asymmetric synthesis of 1,2,3-trisubstituted cyclopentanes and cyclohexanes as key components of substance P antagonists

An efficient asymmetric synthesis of 1,2,3-trisubstituted cyclopentanes and cyclohexanes is described. Three methods were developed for the preparation of the 2,3-disubstituted cyclopentenones and cyclohexenones, which are key achiral building blocks. These intermediates are reduced catalytically with (R)-2-methyloxazaborolidine in high yield (82-98%) and excellent ee (89-96%). Directed reduction of the chiral allylic alcohols using Red-Al gives exclusively the 1,2-anti stereochemistry (>99:1). Epimerization of the ester center followed by saponification/crystallization affords the desired hydroxyacids in good yield (65-70%) and in high enantiomeric excess (>99%).