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Synthese und Hydrolyse von 6-exo-substituierten 2-Methyl-2-exo-norbornyl und 2-Methyl-2-endo-norbornyl-(2,4-dinitrophenyl)äthern Norbornane. 16. Mitteilung

✍ Scribed by Cyril A. Grob; Georg Von Sprecher; Adrian Waldner

Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
665 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis

The Synthesis and Hydrolysis of 6‐exo‐Substituted 2‐Methyl‐2‐exo‐norbornyl and 2‐Methyl‐2‐endo‐norbornyl 2,4‐Dinitrophenyl Ethers

The synthesis of the title compounds and their hydrolysis products in aqueous dioxane are described. Upon hydrolysis, the 2‐exo‐ethers 1 (X=N~2~phO) as well as the 2‐endo‐ethers 2 (X=N~2~phO) yield the corresponding 2‐methyl‐2‐exo‐norbornanols 3 only. Therefore, the 2‐exo‐ethers react with retention of configuration at C(2), the 2‐endo‐ethers 2 with inversion at C(2).

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