Invention Application
- Patent Title: PREPARATION OF CHIRAL AMIDES AND AMINES
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Application No.: US14714892Application Date: 2015-05-18
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Publication No.: US20160016891A1Publication Date: 2016-01-21
- Inventor: Hang ZHAO , Stefan G. Koenig , Charles P. Vandenbossche , Surendra Singh , Harold Scott Wilkinson , Roger P. Bakale
- Applicant: SUNOVION PHARMACEUTICALS INC.
- Main IPC: C07C231/14
- IPC: C07C231/14 ; C07C231/12 ; C07C209/62 ; C07C249/08

Abstract:
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.
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