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Title: Synthetic investigations of isoquinoline alkaloids
Author: Tiley, E. P.
ISNI:       0000 0001 3533 4412
Awarding Body: University of Bath
Current Institution: University of Bath
Date of Award: 1973
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Several synthetic routes towards 3-aryl-7,8-dimethoxyisoquinolines were investigated to provide intermediates for berbines and benzo-[c]-phenanthridines. A facile synthesis of 3-aryl-7,8-dioxygenated isocoumarins was obtained by conversions to isoquinoline derivatives were unsuccessful. A novel route to an benzylaminophenyl-acetaldehyde dimethyl acetal was accomplished, with subsequent ring closure to a 3-siryl-7,8-dimethoxyisoquinoline. The preparation of dissymmetrically substituted desoxy-benzoins was briefly investigated and, through the intermediate conversion of a desoxybenzoin to a 3-aryl-8-hydroxy-7-methoxy-isoquinoline, the alkaloid Berberastine was synthesized.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available