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Bicyclo[3.3.1]nonanes as Synthetic Intermediates. XXIII.1 A Breakthrough by Lanthanoid Mediation in Nucleophilic Addition of Carbanions to the Inert “Fork Head” Carbonyl in Bicyclo[3.3.1]nonan-3-ones

✍ Scribed by Momose, Takefumi; Takizawa, Shinobu; Kirihara, Masayuki

Book ID
111926102
Publisher
Taylor and Francis Group
Year
1997
Tongue
English
Weight
299 KB
Volume
27
Category
Article
ISSN
0039-7911

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Bicyclo[3.3.1]nonanes as synthetic inter
Bicyclo[3.3.1]nonanes as synthetic intermediates XIII. : Novel transannular hydride shifts enforced by relief of the steric constraint in the bicyclo[3.3.1]nonane system bearing endo-substituents at position 7
✍ Takefumi Momose; Toshiyuki Itooka; Takafumi Nishi; Mari Uchimoto; Keiko Ohnishi; 📂 Article 📅 1987 🏛 Elsevier Science 🌐 French ⚖ 697 KB

The Huang-Minlon reduction of 7a-hydroxymethylbicyclo[3.3.11nonan-3-one (1) gave 7B-methylbicyclo[3.3.llnonan-36-01 (21, a product formed as a result of the transannular 1,6-hydride shift enforced by relief of the steric constraint in the system. Another example of the intramolecular hydride transfe