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Reactions of bridgehead halides. A synthesis of modhephene, isomodhephene, and epi-modhephene

✍ Scribed by Kraus, George A.; Shi, Jianmin

Book ID
111861371
Publisher
American Chemical Society
Year
1991
Tongue
English
Weight
714 KB
Volume
56
Category
Article
ISSN
0022-3263

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A Short and Efficient Synthesis of (Β±)-M
A Short and Efficient Synthesis of (Β±)-Modhephene by a Stereoelectronically-Controlled Ene-Reaction
✍ Wolfgang Oppolzer; Kurt BΓ€ttig πŸ“‚ Article πŸ“… 1981 πŸ› John Wiley and Sons 🌐 German βš– 162 KB

## Abstract (Β±)‐Modhephene (**6**) has been synthesized from the easily available trimethylpentalenone **1** in 6 steps in 26% overall yield __(Scheme 2)__. The remarkably smooth 1,4‐addition/enolate trapping **1** β†’ **2** and subsequent selenoxide elimination after oxidation furnished the key inte