SYNTHESIS OF TRANS-4A-ARYL-6-OXODECAHYDROISOQUINOLINES

Authors
KAWAMURA K KAWAI K MIYAMOTO T OOSHIMA K NAGASE H
Citation
K. Kawamura et al., SYNTHESIS OF TRANS-4A-ARYL-6-OXODECAHYDROISOQUINOLINES, Heterocycles, 48(2), 1998, pp. 267-283
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
48
Issue
2
Year of publication
1998
Pages
267 - 283
Database
ISI
SICI code
0385-5414(1998)48:2<267:SOT>2.0.ZU;2-N
Abstract
General and short synthesis of trans-4a-aryl-6-oxodecahydroisoquinolin es was described. In particular, the synthesis of (3-hydroxyphenyl)-tr ans-6-oxodecahydroisoquinoline (12), one of the remarkably useful mole cule as an opioid message structural part, was attained in only seven steps. The key step in this synthetic approach was 1,4-conjugate addit ion of aryl moiety to sterically hindered enones (2).