A NOVEL RING-CLEAVAGE AND RECYCLIZATION OF N-CYANOMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINIUM METHIODIDES - A BIOMIMETIC SYNTHESIS OF LITEBAMINE

Authors
HARA H KANEKO K ENDOH M UCHIDA H HOSHINO O
Citation
H. Hara et al., A NOVEL RING-CLEAVAGE AND RECYCLIZATION OF N-CYANOMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINIUM METHIODIDES - A BIOMIMETIC SYNTHESIS OF LITEBAMINE, Tetrahedron, 51(37), 1995, pp. 10189-10204
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
37
Year of publication
1995
Pages
10189 - 10204
Database
ISI
SICI code
0040-4020(1995)51:37<10189:ANRARO>2.0.ZU;2-5
Abstract
Treatment of omethyl-6-hydroxy-1,2,3,4-tetrahydroisoquinolinium methio dide (1) with NaOMe in MeOH caused C1-N fission and simultaneous recyc lization to give oxy-5-methoxymethyl-1,2,3,4-tetrahydroisoquinoline (2 ). By using of the rearrangement synthesis of litebamine (4) was carri ed out.