- SYNTHESIS OF BICYCLO[2.2.2]OCTANE DERIVATIVES
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Provided is a process for the preparation of certain 1,4-bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst to afford an oxo-substituted bicyclo[2.2.2]octane species. This intermediate structure can then be further derivatized. The processes of this disclosure thus affords a novel and simplified means for the commercial production of a wide variety of bicyclo[2.2.2]octane derivatives.
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Paragraph 0084
(2019/05/02)
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- SYNTHESIS OF BICYCLO(2.2.2)OCTANES
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Provided is a process for the preparation of certain 1,4- bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst comprising a palla
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Paragraph 0041
(2018/05/15)
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- Synthesis and Structural Properties of Two Biscyclopropenes
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The synthesis of two biscyclopropanes, 1 and 2, are described.Both compounds are moderately sensitive to oxygen and Lewis acids.The conformational properties of 1 were examined by dynamic 1H NMR spectroscopy.The structure of 2 was determined by low-temper
- Golobish, Thomas D.,Dailey, William P.
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p. 7865 - 7869
(2007/10/03)
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- Naphthalene-catalysed lithiation of 3-chloro-2-chloromethylpropene in a Barbier-type process with carbonyl compounds
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The reaction of 3-chloro-2-chloromethylpropene (1) and carbonyl compounds (2) with an excess of lithium powder in the presence of a catalytic amount of naphthalene (6%) in tetrahydrofuran at -78 to 20°C leads, after hydrolysis, to the corresponding methylenic 1,5-diols 3 in a Barbier-type process. The treatment of the crude diols 3 with 12 M. hydrochloric acid affords selectively the corresponding substituted dihydropyrans 6.
- Gomez, Cecilia,Ramon, Diego J.,Yus, Miguel
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p. 4117 - 4126
(2007/10/02)
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- Naphthalene-catalysed lithiation of 3-chloro-2-chloromethyl-propene: A barbier-type practical alternative to the trimethylenemethane dianion
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The reaction of equimolar amounts of 3-chloro-2-chloromethylpropene (2) and a carbonyl compound (3) with an excess of lithium powder and a catalytic amount (6%) of naphthalene in tetrahydrofuran at -78°C leads, after hydrolysis with water, to the correspo
- Ramon, Diego J.,Yus, Miguel
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p. 2217 - 2220
(2007/10/02)
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- Hydrogenolysis of Small Cycloalkanes, XV. - Hydrogenation of Dispirodeca-4,9-diene
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On hydrogenation of the title compound 1 with Pd/C 1,4-diethylbenzene (2) is formed in 95percent yield, furthermore 1percent of cis- and 2percent of trans-1,4-diethylcyclohexane (3 and 4) as well as 2percent of 6-ethylspirooctane (15) are found.With Pt/C the intermediates 7, 12, 13, and 14 and up to 45percent of dispirodecane (17) are identified. 17 is hydrogenated with PtO2 in acetic acid to form 1,1,4,4-tetramethylcyclohexane (19).
- Kiwus, Regina,Schwarz, Wolfgang,Rossnagel, Ingrid,Musso, Hans
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p. 435 - 438
(2007/10/02)
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