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Synthesis of 4-demethoxyadriamycinone utilizing ruthenium-catalyzed oxidation of allyl acetates

✍ Scribed by Torsten Hottop; Hans-Jürgen Gutke; Shun-Ichi Murahashi

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
67 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new method for the construction of the side chain of anti-cancer drugs adriamycins is demonstrated by the synthesis of 4-demethoxyadriamycinone. The key step is the ruthenium-catalyzed oxidation of allyl acetates to the corresponding a-hydroxyketones.

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Ruthenium-catalyzed linear selective all
Ruthenium-catalyzed linear selective allylic aminations of monosubstituted allyl acetates
✍ Motoi Kawatsura; Fumio Ata; Takuya Hirakawa; Shuichi Hayase; Toshiyuki Itoh 📂 Article 📅 2008 🏛 Elsevier Science 🌐 French ⚖ 168 KB

The ruthenium-catalyzed highly linear selective allylic amination of monosubstituted allylic acetates with secondary amines was developed. The regioselectivity was controlled by the Ru 3 (CO) 12 /2-DPPBA catalyst, and a linear-type aminated product was obtained as a single regioisomer.