异维A酸新木脂素酯的合成与表征

Synthesis and Characterization of Neolignan-13-cis-Retinoates

以香草醛(或对羟基苯甲醛)和丙二酸为原料,经Knoevenagel反应、酯化、氧化银为氧化剂的自由基仿生氧化偶联反应合成了新木脂素3a,3b。3a,3b分别与异维A酸酯化,合成了两种新型的异维A酸新木脂素酯4a和4b。用1H NMR,IR和MS对它们的结构进行了表征。研究了异维A酸酯的反应机理。

Neolignans （3a, 3b） were synthesized via Knoevenagel reaction, esterification and Ag2O- catalyzed biomimetic oxidative coupling from vanillin or p-hydroxylbezaldehyde and malonic acid. Two novel neolignan-13-cis-retinoates （4a, 4b） were obtained by the reaction of 3a, 3b with 13-cisretinotic acid and their structures were characterized by ^1H NMR, IR and MS. The reaction mecha- nism of 13-cis-retinoate was studied.