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.