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Photochemical hydroxymethylation of protoberberine alkaloids. Total synthesis of (±)-solidaline

✍ Scribed by Rafael Suau; Francisco Nájera; Rodrigo Rico

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
224 KB
Volume
37
Category
Article
ISSN
0040-4039

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Hydroxymethylation of protoberberine alk
Hydroxymethylation of protoberberine alkaloids by photoinduced SET. The total synthesis of (±)-solidaline
✍ Rafael Suau; Francisco Nájera; Rodrigo Rico 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 643 KB

The direct insertion of a hydroxymethyl group at position C-8 in a protoberberinium ion by photoaddition of methanol was approached via two mechanistic pathways: acetone-sensitized and single-electron transfer. The latter produces 8-hydroxymethylberbines in good yields after reduction, By combining