Catalytic asymmetric hydrogenation of β-substituted α,β,γ,δ-unsaturated amino acids

✍ Scribed by Mark J. Burk; Karen M. Bedingfield; William F. Kiesman; John G. Allen

• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 263 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)00437-2

✦ Synopsis

The Rh-DuPHOS and Rh-BPE catalyzed hydrogenation of IS-substituted ¢x,[~,y,8-unsaturated amino acids establishes two contiguous stereogenic centers simultaneously. Both high regioselectivity and good to excellent enantioselectivity have been demonstrated in this process leading to I~-branched allyl glycine derivatives. Enamide geometry was found to influence stereoselectivity. Studies aimed at defining the scope and limitations of this process are described.