The synthesis of 4,5-methano congeners of α-kainic and α-allo-kainic acids as probes for glutamate receptors

✍ Scribed by Stephen Hanessian; Sacha Ninkovic; Ulrich Reinhold

• Publisher: Elsevier Science
• Year: 1996
• Tongue: French
• Weight: 236 KB
• Volume: 37
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(96)02105-3

✦ Synopsis

The synthesis of diastereomeric 4.5-methano-L-proline 3-acetic acids is described starting from D-serine. The key reactions include a free-radical carbocyclization and an acid-catalyzed destannylative cyclopropanatian of an iminium ion intermediate.