Organocatalytic enantioselective synthesis of metabotropic glutamate receptor ligands.
(R)-Proline catalyzes the amination reaction of functionalized indane carboxaldehydes and allows for the efficient enantioselective synthesis (>99% ee) of the metabotropic glutamate receptor ligands (S)-AIDA and (S)-APICA. [reaction: see text]
Suri
Jeff T
JT
The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Steiner
Derek D
DD
Barbas
Carlos F
CF
D000447:Aldehydes / Q000737:chemistry; D000586:Amination; D002384:Catalysis; D018690:Excitatory Amino Acid Agonists; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D015394:Molecular Structure; D011392:Proline / Q000378:metabolism*; D018094:Receptors, Metabotropic Glutamate / Q000819:agonists*; D013237:Stereoisomerism
D000447:Aldehydes; D018690:Excitatory Amino Acid Agonists; D007189:Indans; D008024:Ligands; D018094:Receptors, Metabotropic Glutamate; D011392:Proline