29086-41-7Relevant articles and documents
REACTIONS 0F PROPELLANE
Zefirov, N. S.,Surmina, L. S.,Sadovaya, N. K.,Blokhin, A. V.,Tyurekhodzhayeva, M. A.,et al.
, p. 2002 - 2014 (2007/10/02)
The photochemical reactions of propellane with bromine, dioxane dibromide, iodine, (dichloroiodo)benzene, methyl iodide, carbon tetrabromide, bromoform, and tributyltin hydride take place by a radical mechanism and lead to the formation of the products from addition at the central bond, i.e., 1,3-substituted bicyclopentanes.In the photochemically initiated reactions of chloroform, carbon tetrachloride, and bromomalonic ester with propellane compounds with the structure of 1,1'-bis(bicyclopentane) are formed in significant amounts in addition to the above-mentioned compounds.The addition of hydrogen bromide with irradiation leads to the brominated derivatives of cyclopropane and cyclobutane.The formation of cyclobutane derivatives is also observed in the reactions with such reagents as bromine or dioxane bromide (with irradiation) and 2-nitrobenzenesulfenyl chloride (in the presence of atmospheric oxygen).In the course of the reaction of propellane with electrophilic reagents (mercuric acetate, tripropyl- and triallylboranes) ring cleavage occurs, and derivatives of methylenecyclobutane are formed.
The Spiropentyl Radical and Some Homolytic Reactions of Spiropentane
Kennedy, Alan J.,Walton, John C.,Ingold, Keith U.
, p. 751 - 757 (2007/10/02)
Spiropentyl radical was generated by Hydrogen abstraction from spiropentane by t-butoxyl radical and its e.s.r. spectrum obtained.The experimental e.s.r. parameters were compared with computational results obtained using semi-empirical SCF MO methods.The spiropentyl radicals do not undergo β-scission in the observable temperature range (T H2 attack by the halogen atom to give 1-(halogenomethyl)cyclopropylmethyl radicals.The β-scission of these latter radicals has been inves tigated by e.s.r. spectroscopy and by the reduction of 1,1-bisbromomethylcyclopropane with tri-n-butyltin hydride.
STUDIES DIRECTED TOWARDS THE TOTAL SYNTHESIS OF MORPHINE ALKALOIDS
Evans, D. A.,Mitch, C. H.
, p. 285 - 288 (2007/10/02)
Application of metallated enamines to the synthesis of morphine related congeners is reported.A formal total synthesis of (+/-)-morphine has been completed.