Drugs for chiral discrimination: Non-coded amino acids and dipeptides by asymmetric hydrogenation

✍ Scribed by H.-J. Kreuzfeld; Chr. Döbler; U. Schmidt; H. W. Krause

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 164 KB
• Volume: 10
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/(sici)1520-636x(1998)10:6<535::aid-chir6>3.0.co;2-2

✦ Synopsis

The enantiomers of Propranolol, Pindolol, and Carazolol, well-known ␤-blockers, have been used to prepare cationic aminophosphine phosphinite rhodium complexes. Propraphos-Rh and Pindophos-Rh are very efficient catalysts in the asymmetric hydrogenation of N-Boc-protected unusual dehydroamino acid derivatives. Carazolol-Rh is less suitable in both activity and enantioselectivity. Under the same conditions, N-Boc-protected dehydrodipeptides are hydrogenated with diastereoselectivities between 70 and 90% de.