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Modified Wittig–Claisen tandem reaction is a cascade reaction that combines the Wittig reaction and Claisen rearrangement together. The Wittig reaction generates the allyl vinyl ether intermediate that further participates in a Claisen rearrangement to generate the final γ,δ-unsaturated ketone or aldehyde product (Figure "Modified Wittig ...
A 1,2-Wittig rearrangement is a categorization of chemical reactions in organic chemistry, and consists of a 1,2-rearrangement of an ether with an alkyllithium compound. [1] The reaction is named for Nobel Prize winning chemist Georg Wittig. [2] [3] The intermediate is an alkoxy lithium salt, and the final product an alcohol.
The main limitation of the traditional Wittig reaction is that the reaction proceeds mainly via the erythro betaine intermediate, which leads to the Z-alkene. The erythro betaine can be converted to the threo betaine using phenyllithium at low temperature. [18] This modification affords the E-alkene. The Schlosser variant of the Wittig reaction
The alkylphosphonium salt is deprotonated with a strong base such as n-butyllithium: [Ph 3 P + CH 2 R]X − + C 4 H 9 Li → Ph 3 P=CHR + LiX + C 4 H 10. Besides n-butyllithium (n BuLi), other strong bases like sodium and potassium t-butoxide (t BuONa, t BuOK), lithium, sodium and potassium hexamethyldisilazide (LiHMDS, NaHMDS, KHDMS, where HDMS = N(SiMe 3) 2), or sodium hydride (NaH) are also ...
The high reactivity of Schlosser's base is exploited in synthetic organic chemistry for the preparation of organometallic reagents. For example, potassium benzyl can be prepared from toluene using this reagent. Benzene and cis/trans-2-butene are also readily metalated by Schlosser's base. Toluene, benzene, and butenes react only slowly with ...
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Basara's video clearly shows the man leaning into the row in front of him to taunt Basara's fiancée about a Packers play and calling her derogatory names as the game went on. Warning: The ...
The [2,3]-Wittig rearrangement is the transformation of an allylic ether into a homoallylic alcohol via a concerted, pericyclic process.Because the reaction is concerted, it exhibits a high degree of stereocontrol, and can be employed early in a synthetic route to establish stereochemistry.