ASYMMETRIC-SYNTHESIS OF -6,7-METHYLENEDIOXY-1,2,3,4-TETRAHYDROISOQUINOLINE (SO-CALLED FUMARIZINE)

Authors
TAKABA K KOMORI K KUNITOMO J ISHIDA T
Citation
K. Takaba et al., ASYMMETRIC-SYNTHESIS OF -6,7-METHYLENEDIOXY-1,2,3,4-TETRAHYDROISOQUINOLINE (SO-CALLED FUMARIZINE), Heterocycles, 43(8), 1996, pp. 1777-1786
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
43
Issue
8
Year of publication
1996
Pages
1777 - 1786
Database
ISI
SICI code
0385-5414(1996)43:8<1777:AO->2.0.ZU;2-B
Abstract
l)-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydro- isoquinoline (so-ca lled ''fumarizine'') (1)was synthesized via the stereoselective reduct ion of the corresponding chiral iminium. ion (11), which was obtained by the Bischler-Napieralski cyclization of enylethyl)]-2-(2-methoxy-3, 4-methylenedioxyphenyl) acetamide (10). The synthetic compound (1) was shown to differ from natural fumarizine, the structure of which is no t formula (1).