Highly enantioselective asymmetric hydrogenation of beta-acetamido dehydroamino acid derivatives using a three-hindered quadrant rhodium catalyst.
[reaction: see text] A previously reported three-hindered quadrant chiral ligand and its corresponding rhodium complex provide high enantioselectivity for the asymmetric hydrogenation of beta-acetamido dehydroamino acid substrates. Both (E)- and (Z)-substrates are hydrogenated with high enantioselectivity in all of the reported examples. Asymmetric hydrogenation of a cyclic beta-acetamido dehydroamino acid substrate in 85% ee is also reported.
Wu
He-Ping
HP
Pfizer, Inc., 2800 Plymouth Road, Ann Arbor, Michigan 48105, USA.
Hoge
Garrett
G
D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D007202:Indicators and Reagents; D008024:Ligands; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D007202:Indicators and Reagents; D008024:Ligands; D012238:Rhodium