Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Octahydro-7 (1H)-quinolones. VII. A Stereoselective Synthesis of cis, trans-Decahydro-3H, 8H-benzo [i, j] quinolizine-3, 8-dione
TAKEFUMI MOMOSESHUJI UCHIDATAKESHI IMANISHI
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Keywords: ^1H-NMR
JOURNAL FREE ACCESS

1979 Volume 27 Issue 1 Pages 215-221

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Abstract
The conversion of 1-(3-chloropropyl)-cis-decahydroquinoline-2, 7-dione (3) into decahydro-3H, 8H-benzo [i, j] quinolizine-3, 8-diones (12a and 12b) was accomplished with retention of the parent stereochemistry. The stereochemistry of the tricyclic system was assigned from chemical and physical evidences. It was postulated that this successful ring closure in the cis ring system resulted from easy fulfilment of the stereoelectronic requirement, for intramolecular alkylation in 3, much reduced as compared to that for N-acrylyl-cis-octahydro-7 (1H)-quinolone (1b).
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© The Pharmaceutical Society of Japan
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