Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Stereochemistry of Decahydroisoquinolines and Related Compounds. VII. Syntheses of trans-2-Methyl-1, 2, 3, 4, 4a, 5, 6, 7, 8, 8a-decahydro-7-isoquinolinols
SHOSHICHIRO KIMOTOMASAO OKAMOTOTAKAAKI MIZUMOTOYASUHIRO FUJIWARA
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1968 Volume 16 Issue 12 Pages 2390-2397

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Abstract
The hitherto unknown stereoisomer of trans-2-methyl-1, 2, 3, 4, 4a, 5, 6, 7, 8, 8a-decahydro-7-isoquinolinol (XIIIc) and the known isomer of cis-2-methyl-1, 2, 3, 4, 4a, 5, 6, 7, 8, 8a-decahydro-7-isoquinolinol (XIIIa) were stereoselectively synthesized from 4-hydroxy-1, 2, 3, 4, 5, 6-hexahydrohomophthalic acid 2, 4-lactone (IX). The latter compound (IX) was separated from the reduction product of diethyl 4-hydroxyhomophthalate (II) whose configuration was already decided. Furthermore, another known isomer (XIIId) having trans ring juncture was prepared by different method from the known procedure.
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© The Pharmaceutical Society of Japan
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