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  2. Buchner ring expansion - Wikipedia

    en.wikipedia.org/wiki/Buchner_ring_expansion

    The Buchner ring expansion is a two-step organic C-C bond forming reaction used to access 7-membered rings. The first step involves formation of a carbene from ethyl diazoacetate , which cyclopropanates an aromatic ring.

  3. Ring expansion and contraction - Wikipedia

    en.wikipedia.org/wiki/Ring_expansion_and_contraction

    The strategy can start with a Simmons-Smith-like cyclopropanation of a cyclic alkene. [8] A related cyclopropane-based ring expansion is the Buchner ring expansion. The Buchner ring expansion is used to convert arenes to cycloheptatrienes. The Buchner ring expansion is encouraged to open to the desired product by placing electron withdrawing ...

  4. Cyclopropanation - Wikipedia

    en.wikipedia.org/wiki/Cyclopropanation

    Cyclopropanation is also stereospecific as the addition of carbene and carbenoids to alkenes is a form of a cheletropic reaction, with the addition taking place in a syn manner. For example, dibromocarbene and cis -2-butene yield cis -2,3-dimethyl-1,1-dibromocyclopropane, whereas the trans isomer exclusively yields the trans cyclopropane.

  5. Carbene - Wikipedia

    en.wikipedia.org/wiki/Carbene

    Carbenes had first been postulated by Eduard Buchner in 1903 in cyclopropanation studies of ethyl diazoacetate with toluene. [29] In 1912 Hermann Staudinger [30] also converted alkenes to cyclopropanes with diazomethane and CH 2 as an intermediate. Doering in 1954 demonstrated their synthetic utility with dichlorocarbene. [31]

  6. Büchner–Curtius–Schlotterbeck reaction - Wikipedia

    en.wikipedia.org/wiki/Büchner–Curtius...

    The Buchner–Curtius–Schlotterbeck reaction is the reaction of aldehydes or ketones with aliphatic diazoalkanes to form homologated ketones. [1] It was first described by Eduard Buchner and Theodor Curtius in 1885 [ 2 ] and later by Fritz Schlotterbeck in 1907. [ 3 ]

  7. Cyclopropanes - Wikipedia

    en.wikipedia.org/wiki/Cyclopropanes

    A second major route to cyclopropanes entails addition of methylene (or its substituted derivatives) to an alkene, a process called cyclopropanation. [3] Substituted cyclopropanes undergo the reactions associated with the cyclopropyl ring or the substituents. Vinylcyclopropanes are a special case as they undergo vinylcyclopropane rearrangement.

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    www.aol.com/holiday-shopping-wipes-keep-stamina...

    Black Friday is behind us, but holiday shopping season is still in full swing.. Winter holiday spending is expected to grow between 2.5% and 3.5% compared to 2023, according to the National Retail ...

  9. Metal-catalyzed cyclopropanations - Wikipedia

    en.wikipedia.org/wiki/Metal-catalyzed_cyclopropa...

    Cyclopropanation of olefins with diazocarbonyl compounds is commonly accomplished using rhodium carboxylate complexes, although copper was originally used. [11] The scope of the olefin is generally quite broad—electron-rich, [ 12 ] neutral, [ 13 ] and electron-poor [ 14 ] olefins have all been cyclopropanated efficiently using rhodium-based ...