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Boord olefin synthesis
The Boord olefin synthesis is an organic reaction forming alkenes from ethers carrying a halogen atom 2 carbons removed from the oxygen atom (β-halo-ethers) catalyzed by a metal such as magnesium or zinc. The reaction, discovered by Cecil E. Boord in 1930  is a classic named reaction with high yields and broad scope .
Additional recommended knowledge
The reaction type is an elimination reaction with magnesium forming an intermediate Grignard reagent. The alkoxy group is a poor leaving group and therefore a E1cB elimination reaction mechanism is proposed .The original publication describes the organic synthesis of the compound isoheptene in several steps with the elimination the final one:
In a 1931 publication  the scope is extended to 1,4-dienes with magnesium replaced by zinc (see also: Barbier reaction). In the first part of the reaction the allyl Grignard acts as a nucleophile in nucleophilic aliphatic substitution.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Boord_olefin_synthesis". A list of authors is available in Wikipedia.|