Ene–Yne Metathesis of Allylphosphonates and Allylphosphates: Synthesis of Phosphorus-Containing 1,3-Dienes
Ene–Yne Metathesis of Allylphosphonates and Allylphosphates: Synthesis of Phosphorus-Containing 1,3-Dienes
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烯丙基膦酸酯和烯丙基磷酸酯的烯-炔复分解：含磷 1,3-二烯的合成
DOI：
10.1021/acs.joc.0c02886
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发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Diver, Steven T.
中科院分区：
文献类型：
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作者：
Rohde, Laurence N.;Wild, Thérèse H.;Diver, Steven T.
使用不饱和膦酸酯和磷酸酯试剂进行各种烯-炔交叉复分解反应，以良好至优异的产率提供相应的磷酸化1，3-二烯产物。这些困难的烯-炔复分解采用带有环状氨基烷基卡宾配体的Grubbs催化剂。不同取代基的末端炔类化合物都可以进行反应，不同的含磷烯烃都可以高产率地得到共轭二烯产物。所得的二烯通过Horner型Wittig反应和Diels-Alder环加成进一步转化。
A variety of ene–yne cross metathesis reactions were performed using unsaturated phosphonate and phosphate reagents, affording the corresponding phosphorylated 1,3-diene products in good to excellent yields. These difficult ene–yne metatheses employed a Grubbs catalyst bearing a cyclic amino alkyl carbene ligand. A variety of terminal alkynes of varying substitution underwent the reaction, and different phosphorus-containing alkenes were found to give the conjugated diene products in high yields. The resulting dienes were further transformed by Horner-type Wittig reactions and a Diels–Alder cycloaddition.