ASYMMETRIC-SYNTHESIS OF -6-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE (SO-CALLED DEHASSILINE)

Authors
TAKABE K HAGINAKA J KUNITOMO J SHINGU T
Citation
K. Takabe et al., ASYMMETRIC-SYNTHESIS OF -6-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE (SO-CALLED DEHASSILINE), Heterocycles, 45(6), 1997, pp. 1111-1119
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
45
Issue
6
Year of publication
1997
Pages
1111 - 1119
Database
ISI
SICI code
0385-5414(1997)45:6<1111:AO->2.0.ZU;2-D
Abstract
Optically active, -6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline ( so-called ''dehassiline'') (1) was synthesized via highly stereoselect ive reduction of the 3,4-dihydroisoquinolinium ion possessing a chiral auxiliary by Polniaszek's method. The synthetic compound (1) was show n to be different from natural dehassiline, the structure of which sho uld be revised.