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The Adamantane Rearrangement of 1,2endo-Trimethylenenorbornane. Preliminary communication

✍ Scribed by Alfred Michael Klester; Franz Josef Jäggi; Camille Ganter

Publisher
John Wiley and Sons
Year
1980
Tongue
German
Weight
105 KB
Volume
63
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

1,2__endo__‐Trimethylenenorbornane (1) in the presence of aluminium bromide in carbon disulfide at −60° isomerizes at a much higher rate than its 2__exo__‐isomer 2 to 2__endo__, 6__endo__‐trimethylenenorbornane (3) as the sole product. By consequence, the hydrocarbon 2 being the next intermediate in the sequence of the adamantane rearrangement of 1 seems to be very unlikely.

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