Dramatic rate acceleration of the Baylis-Hillman reaction in homogeneous medium in the presence of water
Dramatic rate acceleration of the Baylis-Hillman reaction in homogeneous medium in the presence of water
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DOI：
10.1021/ol027197f
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发表时间：
2002-12-26
期刊：
影响因子：
5.2
通讯作者：
Tang, CC
中科院分区：
文献类型：
--
作者：
Cai, JX;Zhou, ZH;Tang, CC
[图]在均相的H2O/溶剂介质中，芳香醛与丙烯腈或丙烯酸酯的反应速度大大加快，从而缩短了反应时间，降低了反应温度，提高了产率。在该反应中，Me3N、DMAP、DABCO和urotropine是较好的催化剂。除低碳醇外，还可选用四氢呋喃、1,4-二恶烷和乙腈作为溶剂。在此条件下，硝基苯甲醛与丙烯酸甲酯的非对映选择性反应率为88 ~ 99%。
[GRAPHICS]In homogeneous H2O/solvent medium, the reaction rate of aromatic aldehydes and acrylonitrile or acrylate was greatly accelerated, which led to shorter reaction time, lower reaction temperature, and higher yield. In this reaction, Me3N, DMAP, DABCO, and urotropine were good catalysts. Except for low-carbon alcohols, tetrahydrofuran, 1,4-dioxane, and acetonitrile could be chosen as the solvent. Under this condition, the diastereoselective reaction of nitrobenzaldehyde and L-menthyl acrylate was realized with 88-99% de.