177706-83-1

Upstream product

• 177706-82-0 (R)-2-Phenyl-2-[(R)-2-(9-phenyl-nonyl)-pyrrolidin-1-yl]-ethanol 
• 4224-70-8 6-bromohexanoic acid 
• 4224-63-9 6-iodohexanoic acid 
• 14273-91-7 methyl 6-iodohexanoate 
• 103602-67-1 9-phenyl-1-bromononane 
• 1567395-51-0 (R)-2-(9-phenylnonyl)-1-tosylpyrrolidine 
• 1567395-53-2 (R)-5-(9-phenylnonyl)-1-tosylpyrrolidin-3-one 
• 1567395-32-7 C₂₃H₃₇NOS 
• 1567395-17-8 (R)-4-methyl-N-(13-phenyltridec-1-yn-4-yl)benzenesulfonamide 
• 62232-88-6 10-phenyl-decanal 
• 177706-79-5 methyl 4-oxo-13-phenyltridecanoate 
• 177706-80-8 4-oxo-13-phenyltridecanoic acid 
• 3208-26-2 9-phenyl-1-hydroxynonane 
• 637-59-2 1-Bromo-3-phenylpropane 

Relevant academic research and scientific papers

Gold-catalyzed intermolecular oxidation of chiral homopropargyl sulfonamides: A reliable access to enantioenriched pyrrolidin-3-ones

A gold-catalyzed intermolecular oxidation of chiral homopropargyl sulfonamides has been developed, which provides a reliable access to synthetically useful chiral pyrrolidin-3-ones with excellent ee, by combining the chiral tert-butylsulfinimine chemistry and gold catalysis. This methodology has also been used in the facile synthesis of natural product (-)-irniine. The use of readily available starting materials, a broad substrate scope, a simple procedure and the mild nature of this reaction render it a viable alternative for the synthesis of enantioenriched pyrrolidin-3-ones.

Enantioselective total synthesis of Irniine and Bgugaine, bioactive 2-alkylpyrrolidine alkaloids

An asymmetric total synthesis of the 2-(R)-alkylpyrrolidines, (-)-irniine (1a) and (-)-bgugaine (1b), toxic and antibiotic components of the tubers of Arisarum vulgare, and (+)-(S)-irniine (1c), was carried out by condensation of the corresponding 4-oxoalkanoic acid (9) with chiral phenylglycinol. Acids (9) were prepared from a hetero-organocuprate (I) complex, generated by reaction of methylcopper (I) with alkylmagnesium bromides and methyl chlorocarbonylpropionate. Alkaloids (1a, 1b and 1c) displayed anti Gram(+) bacterial (MIC 12.5 - 50 μg/ml) and antifungal (MIC 6.25 - 50 μg/ml) activities.