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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) using a metal such as magnesium or zinc. The reaction, discovered by Cecil E. Boord in 1930 〔''The synthesis of beta-bromo-alkyl ethers and their use in further synthesis'' Lloyd C. Swallen and Cecil E. Boord J. Am. Chem. Soc.; 1930; 52(2) pp 651 - 660; 〕 is a classic named reaction with high yields and broad scope.〔''Advanced Organic Chemistry'', 4th Edition, Jerry March, 1992. 〕 : The reaction type is an elimination reaction with magnesium forming an intermediate Grignard reagent. The alkoxy group is a poor leaving group and therefore an E1cB elimination reaction mechanism is proposed.〔 The original publication describes the organic synthesis of the compound ''isoheptene'' in several steps. : In a 1931 publication 〔''Nuclear syntheses in the olefin series II. 1,4-diolefins'' Bernard H. Shoemaker and Cecil E. Boord J. Am. Chem. Soc.; 1931; 53(4) pp 1505 - 1512; 〕 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. : ==References== 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Boord olefin synthesis」の詳細全文を読む スポンサード リンク
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