Abstract
The electrochemical oxidation of several 1-benzyl tetrahydroisoquinolines has been performed at a platinum anode in acetonitrile. Using potentiostatic conditions and a three compartment cell, the following cyclizations were accomplished on a several hundred milligram scale in the yields indicated: 6′-bromolaudanosine to O-methylflavinantine (16%), 5′-methoxylaudanosine to O-methyl-C-norandrocymbine (38%), 8-methoxylaudanosine to protostephanone (35%), norlaudanosine to N-nor-O-methylflavinantine (22%).
| Original language | English (US) |
|---|---|
| Pages (from-to) | 931-934 |
| Number of pages | 4 |
| Journal | Tetrahedron |
| Volume | 30 |
| Issue number | 8 |
| DOIs | |
| State | Published - 1974 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Falck, J. R., Miller, L. L., & Stermitz, F. R. (1974). Electrooxidative synthesis of morphinandienones from 1-benzyltetrahydroisoquinolines. Tetrahedron, 30(8), 931-934. https://doi.org/10.1016/S0040-4020(01)97477-0