Pregled bibliografske jedinice broj: 1016221
The 4-Homoadamantyl cation. III. Sulfuric acid catalyzed rearrangement of 4-homoadamantanol-5-13C
The 4-Homoadamantyl cation. III. Sulfuric acid catalyzed rearrangement of 4-homoadamantanol-5-13C // Journal of organic chemistry, 41 (1976), 4; 686-690 doi:10.1021/jo00866a021 (međunarodna recenzija, članak, znanstveni)
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Naslov
The 4-Homoadamantyl cation. III. Sulfuric acid catalyzed rearrangement of 4-homoadamantanol-5-13C
Autori
Majerski, Zdenko ; Mlinarić-Majerski, Kata ; Pretsch, Ernoe
Izvornik
Journal of organic chemistry (0022-3263) 41
(1976), 4;
686-690
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
rearrangement-hydride transfer ; 4-Homoadamantanol ; 4-Homoadamantyl
Sažetak
The rearrangement-hydride transfer reduction of 4-homoadamantanol-5-l3C in concentrated sulfuric acidpentane gave homoadamantane (2), 2-methyladamantane (3), and 4-homoisotwistane (4). The label was equilibrated over all ring carbons in each of the products but there was a small excess of the label located at the methyl group of 3. The results are interpreted in terms of a rapid degenerate rearrangement of the 4-homoadamantyl cation accompanied by rearrangements of this cation to the 2-homoadamantyl cation and an unsymmetrically bridged 2-adamantylcarbinyl cation. Therefore, l, a-carbon shifts, 1, 2-hydride shifts, and 1, 3-hydride shifts are all involved.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Ustanove:
Institut "Ruđer Bošković", Zagreb
Citiraj ovu publikaciju:
Časopis indeksira:
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
- MEDLINE
