Hydride transfer reactions of the adamantyl cation—II : Synthesis of 1,3- and 1,4-disubstituted adamantanes
作者： H.W. Geluk , J.L.M.A. Schlatmann
DOI: 10.1016/S0040-4020(01)96330-6
关键词: Chemistry 、 Hydride 、 Disproportionation 、 Computational chemistry 、 Photochemistry
摘要: Abstract Disproportionation reactions of 1- and 2-hydroxyadamantane, involving the hydride transfer bridgehead hydrogens, are reported. These can be used to prepare 1,3- 1,4-dihydroxy-adamantane. A number new 1,4-disubstituted adamantanes described their stereochemical structure is elucidated.
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sci-hub.se 参考文章(9)
Gerasimos S. Karabatsos, Harold Hart, Advances in Alicyclic Chemistry ,(2013)
Kaspar Bott, Carbonsäuresynthesen mit 1.1‐Dichlor‐äthylen, III. Die Einführung der Essigsäuregruppe in das Adamantansystem Chemische Berichte. ,vol. 101, pp. 564- 573 ,(1968) , 10.1002/CBER.19681010225
Raymond C. Fort, Paul von R. Schleyer, Adamantane: Consequences of the Diamondoid Structure Chemical Reviews. ,vol. 64, pp. 277- 300 ,(1964) , 10.1021/CR60229A004
Raymond C. Fort, Paul von R. Schleyer, The Proton Magnetic Resonance Spectra of Adamantane and Its Derivatives1 Journal of Organic Chemistry. ,vol. 30, pp. 789- 796 ,(1965) , 10.1021/JO01014A033
Hermann Stetter, Claus Wulff, Über Verbindungen mit Urotropin-Struktur, XVIII. Über die Bromierung des Adamantans Chemische Berichte. ,vol. 93, pp. 1366- 1371 ,(1960) , 10.1002/CBER.19600930619
K. Bott, H. Hellmann, Carbonsäuresynthesen mit 1, 1-Dichloräthylen Angewandte Chemie. ,vol. 78, pp. 932- 936 ,(1966) , 10.1002/ANGE.19660782004
H.W. Geluk, J.L.M.A. Schlatmann, Hydride transfer reactions of the adamantyl cation—II Tetrahedron. ,vol. 24, pp. 5361- 5368 ,(1968) , 10.1016/S0040-4020(01)96329-X
Paul Von R. Schleyer, Robert D. Nicholas, The Preparation and Reactivity of 2-Substituted Derivatives of Adamantane1,2 Journal of the American Chemical Society. ,vol. 83, pp. 182- 187 ,(1961) , 10.1021/JA01462A036
F.V. van Deursen, P.K. Korver, NMR spectra of some secondary substituted adamantanes part I. 2-Mono-substituted adamantanes Tetrahedron Letters. ,vol. 8, pp. 3923- 3928 ,(1967) , 10.1016/S0040-4039(01)89753-7