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

Authors
WATANABE A KUNITOMO J
Citation
A. Watanabe et J. Kunitomo, ASYMMETRIC-SYNTHESIS OF SO-CALLED DEHASSILINE ISOMER, -6-METHOXY-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLINE, Heterocycles, 48(8), 1998, pp. 1623-1630
Citations number
6
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
48
Issue
8
Year of publication
1998
Pages
1623 - 1630
Database
ISI
SICI code
0385-5414(1998)48:8<1623:AOSDI->2.0.ZU;2-G
Abstract
A so-called ''dehassiline'' isomer, -6-methoxy-2-methyl-1,2,3,4-tetrah ydroisoquinoline (1) was asymmetrically synthesized via the stereosele ctive reduction with sodium borohydride at -78 degrees C of the corres ponding 3,4-dihydro-isoquinolinium ion possessing a chiral auxiliary. The spectral data for the synthetic compound (1) differed from those r eported for natural dehassiline, the structure of which must be reexam ined.