Total synthesis of haliclamine A, a macrocyclic marine alkaloid related to the key biogenetic intermediate of manzamines

✍ Scribed by Yoshiki Morimoto; Chiho Yokoe

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 227 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)10368-9

✦ Synopsis

The first total synthesis of haliclamine A (1), a macrocyclic marine alkaloid closely related to the key bisdihydropyridine intermediate 3 of the biogenetically unique manzamine family, has been efficiently achieved via stepwise inter-and intramolecular N-alkylations of 3-alkylpyridine derivatives 26 and 28.