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Paper | Regular issue | Vol 27, No. 3, 1988, pp.687-693
Published online, 1st January, 1970
DOI: 10.3987/COM-87-4375
On 5-Hydroxytetrahydroprotoberberine Derivatives. Synthetic Studies and Stereochemical Elucidation

Dolores Badía, Esther Domínguez,* Ester Lete, María-Jesús Villa, Luis Castedo, and Domingo Domínguez

*Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Páis, Vasco, P.O. Box 644, 48080-Bilbao, Basque Country, Spain


Stereochemical characterization of 5-hydroxy-8-methyl-2,3,9,10-tetramethoxyberbines (3) and (4) is established unambiguously on the basis of nmr data, supported by difference NOE measurements. Their synthesis starting from the adequate 3-aryltetrahydroisoquinoline (1) is reported.