Synthesis ( IF 2.2 ) Pub Date : 2017-12-22 , DOI: 10.1055/s-0036-1591878 Gerhard Hilt 1, 2 , Monika Ballmann 1 , Felicia Weber 1, 2 , Lars Sattler 1, 2
Dedicated to Prof. Hans-Jürgen Schäfer on the occasion of his 80th birthday.
Abstract
A cobalt-catalysed 1,4-hydrovinylation reaction is successfully applied in a sequential three-component transformation of unsaturated phosphonium bromides, 1,3-dienes, and aldehydes leading to non-conjugated products with a 1,4-diene subunit in good to excellent yields. The hydrovinylation provides regioselectively diene structures with one exo double bond whereas the third double bond can be introduced via an in situ Wittig or Horner–Wadsworth–Emmons olefination leading to 1,4,7-trienes suitable for further double bond functionalisations.
A cobalt-catalysed 1,4-hydrovinylation reaction is successfully applied in a sequential three-component transformation of unsaturated phosphonium bromides, 1,3-dienes, and aldehydes leading to non-conjugated products with a 1,4-diene subunit in good to excellent yields. The hydrovinylation provides regioselectively diene structures with one exo double bond whereas the third double bond can be introduced via an in situ Wittig or Horner–Wadsworth–Emmons olefination leading to 1,4,7-trienes suitable for further double bond functionalisations.
中文翻译:
通过不饱和Ph盐的原位氢乙烯基化/ Wittig烯烃化合成非共轭三烯
专用于汉斯-于尔根舍费尔教授在他的80之际个生日。
抽象的
钴催化的1,4-氢乙烯基化反应成功地用于不饱和溴化,、 1,3-二烯和醛的连续三组分转化,从而得到具有1,4-二烯亚基的非共轭产物优异的产量。氢乙烯基化为区域选择性的二烯结构提供了一个外切双键,而第三个双键可以通过原位Wittig或Horner-Wadsworth-Emmons烯烃引入,从而生成适合进一步双键官能化的1,4,7-三烯。
钴催化的1,4-氢乙烯基化反应成功地用于不饱和溴化,、 1,3-二烯和醛的连续三组分转化,从而得到具有1,4-二烯亚基的非共轭产物优异的产量。氢乙烯基化为区域选择性的二烯结构提供了一个外切双键,而第三个双键可以通过原位Wittig或Horner-Wadsworth-Emmons烯烃引入,从而生成适合进一步双键官能化的1,4,7-三烯。