A novel ring cleavage and recyclization of N-cyanomethyl-1,2,3,4-tetrahydroisoquinolinium methiodides: A biomimetic synthesis of litebamine
作者:Hiroshi Hara、Ken-ichi Kaneko、Masaki Endoh、Hideharu Uchida、Osamu Hoshino
DOI:10.1016/0040-4020(95)00614-e
日期:1995.9
Treatment of N-cyanomethyl-6-hydroxy-1,2,3,4-tetrahydroisoquinolinium methiodide (1) with NaOMe in MeOH caused C1-N fission and simultaneous recyclization to give 8-hydroxy-5-methoxymethyl-1,2,3,4-tetrahydroisoquinoline (2). By using of the rearrangement synthesis of litebamine (4) was carried out.