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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.
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]
Selenoxide elimination (also called α-selenation) [1] is a method for the chemical synthesis of alkenes from selenoxides. It is most commonly used to synthesize α,β-unsaturated carbonyl compounds from the corresponding saturated analogues. [2] It is mechanistically related to the Cope reaction.
All elimination reactions involve the removal of two substituents from a pair of atoms in a compound. Alkene, alkynes, or similar heteroatom variations (such as carbonyl and cyano) will form. The E1cB mechanism is just one of three types of elimination reaction. The other two elimination reactions are E1 and E2 reactions.
The carbanion then undergoes an elimination reaction producing a carbon–carbon double bond and ejecting the tosyl anion, forming a diazonium anion (6). This diazonium anion is then lost as molecular nitrogen resulting in a vinyllithium species (7) , which can then be reacted with various electrophiles , including simple neutralization with ...
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The key mechanistic step of this process is elimination of an anionic or organometallic intermediate to generate the alkene. (6) The use of sodium amalgam, which promotes the formation of essentially free alkyl anions, [ 9 ] leads to ( E ) alkenes with extremely high selectivity.