1551-76-4Relevant academic research and scientific papers
MECHANISM OF THE THERMAL CONVERSION OF TETRACYCLO(3.3.0.02,4.03.6)OCT-7-ENE INTO DIHYDROPENTALENES
Stapersma, J.,Rood, I. D. C.,Klumpp, G. W.
, p. 2201 - 2212 (1982)
One of a number of possible mechanisms has been established for the title reaction.
Forming tertiary organolithiums and organocuprates from nitrile precursors and their bimolecular reactions with carbon electrophiles to form quaternary carbon stereocenters
Schnermann, Martin J.,Untiedt, Nicholas L.,Jiménez-Osés, Gonzalo,Houk, Kendall N.,Overman, Larry E.
, (2012)
Unstabilized tertiary organolithium intermediates are conveniently generated by reductive decyanation of nitriles, and these reagents and their derived cuprates couple in useful yields with carbon- centered electrophiles (see example). Chiral tertiary org
Electrophile Induced Reactions of Medium Ring Vinyl- and 1,2-Epoxy-silanes and Related Compounds
Wells, Adam P.,Riches, Bruce H.,Kitching, William
, p. 1575 - 1577 (2007/10/02)
Deuterium labelling studies confirm extensive trans-annular participation in acidolysis, acetylation and brominolysis of 1,2-epoxy-1-trimethylsilylcyclooctane and (E)-1-trimethylsilylcyclooctene, and require revision of previous mechanistic proposals.
The reaction of some polycyclic halides with lihium p,p'-di-tert-butylbiphenyl
Stapersma, J.,Kuipers, P.,Klumpp, G. W.
, p. 213 - 218 (2007/10/02)
3-chloroquadricyclane (1), 2(4)-chlorosemibullvalene (2a), a series of 2-norbornyl halides and 4,4-dichlorotetracyclo2,8.03,6>octane (4) have been treated with lithium p,p'-di-tert-butylbiphenyl.Lihiation (2, norbornyl halides), lithiation with rearrangement (4) and lithiation with rearrangement followed by reduction to the cycloheptatrienyl trianion (1 -> 14) have been found to occur.
