Total synthesis of haliclamine A, a macrocyclic marine alkaloid related to the key biogenetic intermediate of manzamines
作者:Yoshiki Morimoto、Chiho Yokoe
DOI:10.1016/s0040-4039(97)10368-9
日期:1997.12
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.
Total syntheses of macrocyclic marine alkaloids, haliclamines A and B: A convenient and expeditious assembly of 3-substituted pyridine derivatives with different alkyl chains to the bispyridinium macrocycle
The total syntheses of haliclamines A (1) and B (2), macrocyclic marine alkaloids closely related to the key bisdihydropyridine intermediate 3 of the biogenetically unique manzamine family, have efficiently been achieved via stepwise controlled inter- and intramolecular N-alkylations of 3-alkylpyridine derivatives such as 40 and 41. The general synthetic methodology toward the bispyridinium macrocycle