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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
Husky is a line of hand tools, pneumatic tools, and tool storage products. Though founded in 1924, it is now best known as the house brand of The Home Depot, where it is exclusively sold. Its hand tools are manufactured for Home Depot by Western Forge, Apex Tool Group, and Iron Bridge Tools. [1] Its slogan is "The toughest name in tools."
They produced and test marketed a line of hand tools branded with their own name. In 1981, the company was acquired by Emerson Electric. [3] In the late 1990s, Western Forge moved its screwdriver production to a plant in Murphy, North Carolina. In April 2006, it closed the Murphy plant and consolidated its operations in Colorado Springs, citing ...
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 ...
In 1958, Leopold Horner published a modified Wittig reaction using phosphonate-stabilized carbanions. [2] [3] William S. Wadsworth and William D. Emmons further defined the reaction. [4] [5] In contrast to phosphonium ylides used in the Wittig reaction, phosphonate-stabilized carbanions are more nucleophilic but less basic. Likewise ...
There exists solid-supported modifications of the reaction. [4] [1] [5] Similar to the Wittig reaction, the reaction suffers from issues with triphenylphosphine oxide by-product removal. Such an issue is mitigated via catalytic aza-Wittig-reactions, some of which entail elements other than phosphorus, like arsenic and tellurium [5] [6].