175212-06-3

Upstream product

• 1663-39-4 tert-Butyl acrylate 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 
• 352-13-6 4-flourophenylmagnesium bromide 
• 75-65-0 tert-butyl alcohol 
• 366-77-8 4-(4-fluorophenyl)-4-oxopropionic acid 

Downstream Products

• 90432-58-9 (R)-5-(4-fluorophenyl)pyrrolidin-2-one 
• 1357377-83-3 tert-butyl 4-(4-fluorophenyl)-4-(4-methoxyphenylimino)butanoate 

Relevant academic research and scientific papers

Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters

Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

Copper-Catalyzed Synthesis of γ-Amino Acids Featuring Quaternary Stereocenters

The first general asymmetric synthesis of γ,γ-disubstituted γ-amino acids by copper-catalyzed ring opening of nonstrained lactones with amines is reported. This approach features ample scope, operational simplicity, and wide functional-group diversity. The catalytic process allows access to a series of highly functionalized enantioenriched γ-amino acids featuring quaternary stereocenters with excellent enantiomeric ratios of up to 98:2 and excellent yields of up to 98 %.