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The Reaction of Norbornene with Lead Tetraacetate and Thallium Trinitrate. Preliminary communication

✍ Scribed by Jacques Kagan

Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
223 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The reaction of norbornene with lead tetraacetate is found to be much more complex than previously reported. In acetic acid and in benzene, the syn‐7‐norbornenyl, 3‐nortricyclyl, and syn and anti‐7‐acetoxy‐exo‐2‐norbornyl acetates were characterized. In methanol, the isolated products represented most of those expected from the competition of methanol and acetate in the neutralization of the intermediate carbocations. The reaction of norbornene with thallium trinitrate in the above solvents yielded very complex mixtures besides the above mentioned products which were formed in about 50% yield.

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