## Abstract 1,2__endo__โTrimethylenenorbornane **(1)** in the presence of aluminium bromide in carbon disulfide at โ60ยฐ isomerizes at a much higher rate than its 2__exo__โisomer **2** to 2__endo__, 6__endo__โtrimethylenenorbornane **(3)** as the sole product. By consequence, the hydrocarbon **2** b
The Adamantane Rearrangement of 1,2-Trimethylenenorbornanes. III. AlBr3-catalyzed rearrangement to 2,6-trimethylenenorbornane
โ Scribed by Alfred Michael Klester; Camille Ganter
- Publisher
- John Wiley and Sons
- Year
- 1983
- Tongue
- German
- Weight
- 483 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0018-019X
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โฆ Synopsis
Abstract
From treatment of Dโlabelled 1, 2__exo__โ, 1, 2__endo__โ and 2__endo__, 6__endo__โtrimethyleneโnorbornane (1, 2 and 3, resp.) with aluminum bromide in carbon disulfide, the evidence is gained that a degenerate rearrangement is involved in the admantane rearrangement of both 1 and 2 to 3.
๐ SIMILAR VOLUMES
4, 'Adamantaneland': a set of 19 isomeric C,,H,,-hydrocarbons [2-4]. Compounds 4 6 correspond to the general formula B D (R' = D, R2 = R3 = R4 = H) of Scheme 3 in [I]. ' 1 k , h = log ([Alt/[AlJ/log ([BIJBIJ or kA/k, = {log[(lxt)/(lxo)] + log([ -s)}/{log(x,/x,) f log(1 -s)), where xO and x, represen
Regioselective generation of the C(2)-carbocation a of tricyc10[4.2.2.0',~]decane (1) by treatment of both corresponding epimeric alcohols 5 and 6 with BF, and trapping the rearranged tricy~lo[S.3.0.O~~~]decan-7-yl carhocation b with Et,SiH as hydride-ion donor (ionic hydrogenation) gives the corres
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