. Can. J. Chem. 59. 3055 (1981).Phthalideisoquinoline alkaloids have been synthesized by coupling appropriately substituted 3-halophthalides and 2-methyl-3,4-dihydroisoquinolinium salts in the presence of Zn(Cu) couple or metallic Zn. Both e n t i l r -o and rhr-ro isomers are formed in the reaction. The nmr spectra of the (C)-erythro-and (i)-thrro-isocordrastines have been rcinvestigated. The results, which differ from those previously reported. lead to a different conclusion regarding the conformation of the molecules. 3055 (1981) O n a synthetise des alkaloides du type phtalideisoquinoleines en faisant reagir des halo-3 phtalides convenablement substitues avec les sels de methyl-2 dihydro-3.4 isoquinolinium en presence du couple Zn(Cu) ou du Zn metallique. I1 se forme les deux isomeres ktythro et thr-60 au cours de la reaction. On a etudie de nouveau les spectres de rmn des isocordrastines ( f ) csr-ythr-o et ( f ) threo. Les resultats, qui different de ceux rapportes antlrieurement. conduisent a une conclusion differente en ce qui a trait a la conformation des molecules.
CLARKE E SLEUON. LOUISE C HELLWIG JEAN-PIERRF RUDFR, ERIC W HOSKINS et DAVID B MACLEAY Can J Chem 59,[Traduit par le journal]
Kupplung des Isochinoliniumsalzes (Ia) mit dem Phthalid (IIa) in Gegenwart von Zn/Cu in DMF liefert (i)‐β‐Hydrastin (IIIa) und (iya‐Hydrastin (IVa); analog erhält man aus (Ib) bzw. (Ia) mit (IIb) (i)‐Corlumin (IIIb) und (i)‐Adlumin (IVb) bzw. (i)‐Bicucullin (IIIc) und (i)‐Adlumidin (IVc), und aus (Ib) mit (IIc) die (i)‐Isocordrastine (IIId) und (IVd).
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