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Ring-cleavage of Phthalidisoquinoline Alkaloids by Ethyl Chloroformate

Angerer, S. von and Angerer, E. von and Ambros, R. and Wiegrebe, Wolfgang (1992) Ring-cleavage of Phthalidisoquinoline Alkaloids by Ethyl Chloroformate. Archiv der Pharmazie 325, pp. 425-431.

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Degradation of (-)-α-narcotine (5), (-)-ß-narcotine (6), and (-)-ß-hydrastine (7) with ethyl chloroformate (ECF) affords the chloro-urethans 9 and 18, respectively. Diastereomer 9-1 is easily hydrolyzed to the hydroxy-urethan 10, whilst 18 is converted to the methoxy-analogue 19. The stilbene lactone 11 is obtained from 9-1 by treatment with DBU, the analogous stilbene 17 arises already when ...


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Item Type:Article
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Deposited On:12 Jul 2010 07:35
Last Modified:13 Mar 2014 13:49
Item ID:15743
Owner Only: item control page


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