Synthesis of (Z)-trisubstituted olefins with all substituents different from methylvia α,β-disubstituted (E)-acroleins
作者:N. Ya. Grigor'eva、P. G. Tsiklauri、A. V. Buevich
DOI:10.1007/bf02495562
日期:1998.7
(E)-2,3-Disubstituted allyl bromides readily accessible in two steps from the corresponding enals react with dialkyl cuprates in a high regio- and stereoselective fashion to give (Z)-trisubstituted olefins with all substituents different from methyl. This reaction was used in the synthesis of benzyl 7-methyl-3-propyldeca-(2Z,6Z)-dienyl ether, a derivative of a component of the sex pheromone of the lesser apple worm Laspeyresia pomonella L.
(E)-2,3-双取代的乙烯基溴化物可以通过两步反应从对应的enal中获得,随后与二元化杯rates发生高区域和空间选择性的反应,可以得到所有取代基均不为甲基的 (Z)-三取代双缩合物。这种反应在合成二羟基丁二烯醚中得到了应用,这种物质是 lesser apple worm 蝌蚪性外激素中的一种成分,其中需要用到这种合成方法的产物是 benzyl 7-methyl-3-propyldeca-(2Z,6Z)-dienyl ether。
[EN] GUERBET CONDENSATION REACTION<br/>[FR] RÉACTION DE CONDENSATION DE GUERBET
申请人:UNIV GENT
公开号:WO2017093473A1
公开(公告)日:2017-06-08
The invention relates to a process for the preparation of a Guerbet alcohol, comprising the steps of: (a) providing at least one alcohol, wherein said at least one alcohol has a carbon atom bearing at least one hydrogen atom adjacent to the hydroxyl group; (b) providing a catalyst composition, wherein said catalyst composition comprises an alkaline catalyst and a copper-nickel catalyst comprised in a hydrotalcite; (c) mixing alcohol (a) with catalyst composition (b), thereby obtaining a mixture; and, (d) heating said mixture; thereby obtaining a Guerbet alcohol.
Determination of the Z, E configuration of functionally trisubstituted olefins by13C NMR
作者:E. P. Prokof'ev、N. Ya. Grigor'eva、A. V. Semenovskii
DOI:10.1007/bf00961608
日期:1980.4
Meerwein-Ponndorf-Verley-type reduction of dicarbonyl compounds to hydroxy carbonyl compounds and .alpha.,.beta.-unsaturated carbonyl compounds to allylic alcohols catalyzed by zirconocene and hafnocene complexes