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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
Helvetica Chimica ActaPeer ReviewedGrob Cyril A. +21983Journals
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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