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Transformations of 13-oxoprotoberberinium metho salts II: Conversions to protopine analogues

✍ Scribed by B. Nalliah; R.H.F. Manske; R. Rodrigo

Publisher: Elsevier Science
Year: 1974
Tongue: French
Weight: 202 KB
Volume: 15
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)82574-0

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✦ Synopsis

The 13-oxoberberinim salt 1, previously converted' to the spirobenzylisoquinollne 2 is also an attractive intermediate for the elaboration of other benxylisoqulnollne alkaloid systfmms. We now report the preparation and properties of sclme interestjng protopine alkaloid2 analogues from 1.

Compound 1 upon stirring with zinc and 30X aqueous acetic acid at room tmaperature suffered reductive ring sclselon to the trlcyclic ketone 2 in a process analogous to the Schbpfnujol

📜 SIMILAR VOLUMES

Transformations of 13-oxoprotoberberiniu

Transformations of 13-oxoprotoberberinium metho salts: III: Biogenetically patterned conversions to rhoeadines

✍ B. Nalliah; R.H. Manske; R. Rodrigo 📂 Article 📅 1974 🏛 Elsevier Science 🌐 French ⚖ 195 KB

Current views' of benzylisoquinoline alkaloid biogenesis assign to the tetrahydroprotoberberines a central position in the biosynthetic chain which progresses from tetrahydrobenzylisoquinolines through the tetrab$roProQberbererines to a variety of alkaloid types. One hitherto