Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 48, No. 2, 1998, pp.267-283
Published online, 1st January, 1970
DOI: 10.3987/COM-97-8023
Synthesis of trans-4a-Aryl-6-oxo-decahydroisoquinolines

Kuniaki Kawamura, Koji Kawai, Toru Miyamoto, Koji Ooshima, and Hiroshi Nagase*

*Basic Research Laboratories, Toray Industries, Inc., 111, Tebiro, Kamakura, Kanagawa, 248, Japan

Abstract

General and short synthesis of trans-4a-aryl-6-oxodecahydroisoquinolines was described. In particular, the synthesis of 2-cyclopropylmethyl-4a-(3-hydroxyphenyl)-trans-6-oxodecahydroisoquinoline (12), one of the remarkably useful molecule as an opioid message structural part, was attained in only seven steps. The key step in this synthetic approach was 1,4-conjugate addition of aryl moiety to sterically hindered enones (2).