Synthesis of adamantane derivatives. 59. Reactions of some electrophilic adamantane derivatives with unsaturated organosilanes

T Sasaki, A Nakanishi, M Ohno - The Journal of Organic …, 1982 - ACS Publications
1-Adamantyl acetate (5) and 1-adamantyl silyl ether (12) react with unsaturated
organosilanes exactly as the chloride 1 does; the reactions of 5 catalyzed by trimethylsilyl …

Adamantanes and related compounds. V. endo-7-Aminomethylbicyclo [3.3. 1] nonan-3-ones from rearrangement of 1-N-substituted N-haloadamantanamines by …

SJ Padegimas, P Kovacic - The Journal of Organic Chemistry, 1972 - ACS Publications
Treatment of A-chloro-A-ethyl-l-adamantanamine (3) with aluminum chlorideafforded
rearranged product which was isolated as endo-AT-ethyl-7-aminomethylbicyclo [3.3. 1] …

Carbonylation of amines with carbon monoxide and silver acetate

T Tsuda, Y Isegawa, T Saegusa - The Journal of Organic …, 1972 - ACS Publications
Facile and almost quantitative carbonylation of primary and secondary amines was
performed at room tem-perature with a combination of carbon monoxide and silver acetate …

Participation by adjacent nitrogen during solvolysis of bridgehead halide, 1-chloro-3, 3-dimethyl-2-azabicyclo [2.2. 2] octane

TA Wnuk, P Kovacic - Journal of the American Chemical Society, 1975 - ACS Publications
The solvolysis of l-chloro-3, 3-dimethyl-2-azabicyclo [2.2. 2] octane (2) was examined in
70% dioxane-water and in absolute ethanol. The sole products were 4-[2-amino-2-propyl] …

Chemistry of n-haloamines. XVIII. Rearrangement of 1-N, N-dichloroaminoapocamphane by aluminum chloride

RD Fisher, TD Bogard, P Kovacic - Journal of the American …, 1973 - ACS Publications
Exposure of 1-A, A-dichloroaminoapocamphane to aluminum chloride leads to the
rearrangement product, l-chloro-3, 3-dimethyl-2-azabicyclo [2.2. 2] octane (10% yield), as …

Chemistry of N-haloamines. XVII. Rearrangement of N, N-dichlorotributylcarbinamine by aluminum chloride

TA Kling, RE White, P Kovacic - Journal of the American Chemical …, 1972 - ACS Publications
Treatment of',-dichlorotri-n-butylcarbinamine withaluminum chloride in methylene chloride,
followed by acid hydrolysis, produced di-n-butyl ketoneand n-butylaminein yields of 95 and …

Synthesis and reactions of 3-and 3, 7-substituted bicyclo [3.3. 1] nonanes

JH Liu, G Gauger, P Kovacic - The Journal of Organic Chemistry, 1973 - ACS Publications
The readily available e «do-7-aminomethylbicyclo [3.3. 1] nonan-3-one serves as a
convenient precursor for a variety of 3-and 3, 7-substituted bicyclo [3.3. 1] nonanes. The …

Rearrangement of 1-(dichloroamino) apocamphane with aluminum chloride, and solvolytic behavior of the 1-chloro-3, 3-dimethyl-2-azabicyclo [2.2. 2] octane product

RD Fisher, TD Bogard, P Kovacic - Journal of the American …, 1972 - ACS Publications
Two diastereomers of? ra/«-3, 4-dimethylcycloocta-1, 5-diene (3) can exist whichdiffer in the
axial dissymmetry element associated with the ring. In principle, they should be thermally …

Thermolysis of N, N-dihalo derivatives of bridgehead and neopentylamines to the corresponding halides

JT Roberts, BR Rittberg, P Kovacic… - The Journal of …, 1980 - ACS Publications
IVyV-Dihalo derivatives of (1-adamantyl)-and neopentylamine are converted to the
corresponding alkyl halides in excellent yields (88-94%) during GLC at 155-330 C …

Chemistry of N-halo compounds. 27. Rearrangement of N-chloro-N-acetyl-1-aminoadamantane by aluminum chloride

PM Starewicz, A Sackett, P Kovacic - The Journal of Organic …, 1978 - ACS Publications
In 1971 it was reported that/V-chloro-N-acetyl-1-ami-noadamantane (1) rearranges to3-
chloro-lV-acetyl-4-azahomoadamantane (2) in carbon tetrachloride with aluminum chloride …