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Displacement Reactions at Bridgeheads of Bridged Polycarbocyclic Systems.

Cite this: Chem. Rev. 1954, 54, 6, 1065–1089
Publication Date (Print):December 1, 1954
https://doi.org/10.1021/cr60172a005
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    2. Mansoureh Karimiahmadabadi, Andras Földesi, and Jyoti Chattopadhyaya . Unusual Strain-Releasing Nucleophilic Rearrangement of a Bicyclo[2.2.1]heptane System to a Cyclohexenyl Derivative. The Journal of Organic Chemistry 2012, 77 (21) , 9747-9755. https://doi.org/10.1021/jo301871d
    3. Alireza Fattahi, Lev Lis, Zahra A. Tehrani, Sudha S. Marimanikkuppam, and Steven R. Kass . Experimental and Computational Bridgehead C–H Bond Dissociation Enthalpies. The Journal of Organic Chemistry 2012, 77 (4) , 1909-1914. https://doi.org/10.1021/jo202519w
    4. . Rearrangement Reactions. 2021, 1-68. https://doi.org/10.1002/9783527828166.ch1
    5. Daryl Staveness, James L. Collins, Rory C. McAtee, Corey R. J. Stephenson. Exploiting Imine Photochemistry for Masked N‐Centered Radical Reactivity. Angewandte Chemie 2019, 131 (52) , 19176-19182. https://doi.org/10.1002/ange.201909492
    6. Daryl Staveness, James L. Collins, Rory C. McAtee, Corey R. J. Stephenson. Exploiting Imine Photochemistry for Masked N‐Centered Radical Reactivity. Angewandte Chemie International Edition 2019, 58 (52) , 19000-19006. https://doi.org/10.1002/anie.201909492
    7. Daryl Staveness, Taylor M. Sodano, Kangjun Li, Elizabeth A. Burnham, Klarissa D. Jackson, Corey R.J. Stephenson. Providing a New Aniline Bioisostere through the Photochemical Production of 1-Aminonorbornanes. Chem 2019, 5 (1) , 215-226. https://doi.org/10.1016/j.chempr.2018.10.017
    8. . Hofmann Degradation. 2010, 1447-1450. https://doi.org/10.1002/9780470638859.conrr323
    9. Andrew Mamantov. The 2-Norbornyl Cation is not a Single Minimum Energy System. Progress in Reaction Kinetics and Mechanism 2004, 29 (4) , 243-288. https://doi.org/10.3184/007967404775363444
    10. José-Luis M. Abboud, Ibon Alkorta, Juan Z. Davalos, Paul Müller, Esther Quintanilla, Jean-Claude Rossier. Influence of Carbocation Stability in the Gas Phase on Solvolytic Reactivity:  Beyond Bridgehead Derivatives. The Journal of Organic Chemistry 2003, 68 (10) , 3786-3796. https://doi.org/10.1021/jo026539s
    11. . C. 1997, 174-256. https://doi.org/10.1002/9783527625116.ch3
    12. Doz. U. Dr. Hess, D. Huhn. Elektrochemische Adamantylierung von reduktiv dehalogenierbaren Chinolinen. Journal f�r Praktische Chemie 1981, 323 (3) , 381-392. https://doi.org/10.1002/prac.19813230305
    13. Virginia R. Haddon, Hah Chen. Generation of novel bridgehead substituted benzobicyclo[2.2.2]octenes by 1,4 aryl participation. Tetrahedron Letters 1976, 17 (51) , 4669-4670. https://doi.org/10.1016/S0040-4039(00)92990-3
    14. M. Hanack. Advances in Alicyclic Chemistry. Herausgeg. von H. Hart und G. J. Karabatsos. Academic Press Inc., London-New York 1966. 1. Aufl., X, 395 S., zahlr. Abb. u. Tab., geb. $ 16.50. Angewandte Chemie 1968, 80 (6) , 251-251. https://doi.org/10.1002/ange.19680800636
    15. Donald B. Denney, Sandor L. Varga. Preparation and some reactions of 2,6,7-trioxa-1-phospha-bicyclo[2.2,1]heptane. Tetrahedron Letters 1966, 7 (40) , 4935-4938. https://doi.org/10.1016/S0040-4039(00)70118-3
    16. . C 3 OS Ring Systems. 1966, 76-312. https://doi.org/10.1002/9780470186824.ch4
    17. P. Brenneisen, C. A. Grob, R. A. Jackson, M. Ohta. Die synchrone Fragmentierung von ?-Amino-cycloalkylhalogeniden. 2. Teil. Solvolysen von 4-Bromchinuclidin. Fragmentierungs-Reaktionen, 12. Mitteilung. Helvetica Chimica Acta 1965, 48 (1) , 146-156. https://doi.org/10.1002/hlca.19650480116
    18. Peter T. Lansbury, Jack D. Sidler. Relative stabilities of 1-(bicyclo(2.2.1)heptyllithium and 1-bicyclo(2.2.2)octyllithium. Tetrahedron Letters 1965, 6 (11) , 691-695. https://doi.org/10.1016/S0040-4039(00)90020-0
    19. Georg Wittig, Werner Tochtermann. Reaktionen am Brückenkopf des Triptycens. Justus Liebigs Annalen der Chemie 1962, 660 (1) , 23-33. https://doi.org/10.1002/jlac.19626600103
    20. Ulrich Schöllkopf, Wolfgang Fabian. Umlagerungen organischer Anionen, I. Stereochemischer Ablauf der Umlagerung des metallierten Benzyl-sek.-butyl-äthers; ein Beitrag zum Problem der SNi-Substitution. Justus Liebigs Annalen der Chemie 1961, 642 (1) , 1-21. https://doi.org/10.1002/jlac.19616420102
    21. U. Schöllkopf. Substitutions-Reaktionen am Brückenkopf bicyclischer Verbindungen. Angewandte Chemie 1960, 72 (5) , 147-159. https://doi.org/10.1002/ange.19600720502
    22. C. A. Grob, M. Ohta, E. Renk, A. Weiss. Synthese und Reaktionen 1-substituierter Bicyclo-[2,2,2]-octane. Untersuchungen in der Bicyclo-[2,2,2]-octan-Reihe, 2. Mitteilung. Helvetica Chimica Acta 1958, 41 (5) , 1191-1197. https://doi.org/10.1002/hlca.19580410504
    23. G. Wittig, U. Schöllkopf. Zum chemismus der Halogen-Lithium-Austauschreaktion. Tetrahedron 1958, 3 (1) , 91-93. https://doi.org/10.1016/S0040-4020(01)82616-8
    24. M. Wilhelm, D. Y. Curtin. Über die Desaminierung von Brückenkopf-Aminen. 9-Amino-9,10-dihydro-9,10-äthano-anthracen. Helvetica Chimica Acta 1957, 40 (7) , 2129-2138. https://doi.org/10.1002/hlca.19570400712

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