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In organic chemistry, the E i mechanism (Elimination Internal/Intramolecular), also known as a thermal syn elimination or a pericyclic syn elimination, is a special type of elimination reaction in which two vicinal (adjacent) substituents on an alkane framework leave simultaneously via a cyclic transition state to form an alkene in a syn elimination. [1]
The Grieco elimination is an organic reaction describing the elimination reaction of an aliphatic primary alcohol through a selenide to a terminal alkene. [ 1 ] [ 2 ] It is named for Paul Grieco . The alcohol first reacts with o -nitrophenylselenocyanate and tributylphosphine to form a selenide via a nucleophilic substitution on the electron ...
The Chugaev elimination is a chemical reaction that involves the elimination of water from alcohols to produce alkenes. The intermediate is a xanthate . It is named for its discoverer, the Russian chemist Lev Aleksandrovich Chugaev (1873–1922), who first reported the reaction sequence in 1899.
The Julia olefination (also known as the Julia–Lythgoe olefination) is the chemical reaction used in organic chemistry of phenyl sulfones (1) with aldehydes (or ketones) to give alkenes (olefins)(3) after alcohol functionalization and reductive elimination using sodium amalgam or SmI 2. The reaction is named after the French chemist Marc Julia.
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A typical example is shown below; note that if possible, the H is anti to the leaving group, even though this leads to the less stable Z-isomer. [27] An example of an E2 Elimination. Alkenes can be synthesized from alcohols via dehydration, in which case water is lost via the E1 mechanism. For example, the dehydration of ethanol produces ethylene:
Elimination reaction of cyclohexanol to cyclohexene with sulfuric acid and heat [1] An elimination reaction is a type of organic reaction in which two substituents are removed from a molecule in either a one- or two-step mechanism. [2] The one-step mechanism is known as the E2 reaction, and the two-step mechanism is known as the E1 reaction ...
An example of a Grob-like fragmentation in organic synthesis is the expansion of the Wieland–Miescher ketone to thapsigargin: [7] Scheme 2. Grob-like fragmentation. In this reaction, diastereoselective reduction of the ketone 1 with sodium borohydride yields alcohol 2, which is functionalized to the mesylate 3 with mesyl chloride in pyridine.