Laboratoire de Synthèse Bio-Organique, CNRS-UMR 7175/LC1, Institut Gilbert Laustriat, Faculté de Pharmacie, Illkirch, 67401 France.
J Org Chem. 2008 Dec 5;73(23):9490-3. doi: 10.1021/jo801817s.
The synthesis of the monoaromatic pulvinic dilactone 1 from a tetronic acid derivative is reported. The reaction of 1 with various amines was found to provide the two pulvinamides regioisomers 2a and 2b. Using tetrabutylammonium fluoride (TBAF) as an activator, pulvinamides 2a could be obtained with excellent regioselectivities and good yields. Additions of alcohols to 1 are also studied, leading to similar observations.
本文报道了从四氢呋喃酸衍生物合成单芳基戊二酰二内酯 1。研究发现，1 与各种胺反应可提供两种戊二酰胺区域异构体 2a 和 2b。使用四丁基氟化铵（TBAF）作为活化剂，可以以优异的区域选择性和良好的收率获得戊二酰胺 2a。还研究了 1 与醇的加成反应，得到了类似的观察结果。
