1006692-60-9

Upstream product

• 1006692-61-0 C₁₈H₁₅Cl₂NO₂ 
• 108-24-7 acetic anhydride 
• 1006692-59-6 (S)-4-(3,4-dichlorophenyl)-1,2-dihydronaphthalen-1(2H)-one oxime 
• 124379-29-9 (4S)-4-(3,4-dichlorophenyl)-1-tetralone 

Downstream Products

• 1097616-52-8 N-((1S,4R)-1-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-4-yl)acetamide 

Relevant academic research and scientific papers

ENAMIDE PROCESS

A convenient method for converting oximes into enamides is disclosed. The process produces enamides without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines.

PREPARATION OF CHIRAL AMIDES AND AMINES

This invention provides a convenient method for converting oximes into enamides. The process does not require the use of metallic reagents. Accordingly, it produces the desired compounds without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines. The invention provides a process to convert a prochiral enamide into the corresponding chiral amide. In an exemplary process, a chiral amino center is introduced during hydrogenation through the use of a chiral hydrogenation catalyst. In selected embodiments, the invention provides methods of preparing amides and amines that include the 1,2,3,4-tetrahydro-N-alkyl-1-naphthalenamine or 1,2,3,4-tetrahydro-1-naphthalenamine substructure.

An efficient synthesis of enamides from ketones

A new synthesis of enamides from ketones is disclosed that involves a phosphine-mediated reductive acylation of oximes. The resulting enamides are isolated in good yields (up to 89%) and excellent purity, permitting a subsequent hydrogenation to access en