(±)-HypoglycinA的全合成

Total Synthesis of (±)-Hypoglycin A

采用Wittig试剂与环氧氯丙烷和多聚甲醛构建亚甲基环丙烷结构单元,利用2,5-二乙氧基-3,6-二氢吡嗪引入氨基酸结构单元,通过6步反应成功实现了天然植物毒素Hypoglycin A外消旋体的全合成,总收率3.2%。中间体和Hypoglycin A的结构经1H NMR表征。对反应中的问题进行了分析和讨论。

（ ± ）-Hypoglycin A in total yield of 3.2% was synthesized by a six-step reaction, including the construction of methylenecyclopropane using Wittig reagent to react with epichlorohydrin andpolyaldehyde, and the introduction of α-amino acid moiety by 2,5-diethoxy-3,6-2H-pyrazine as the key step, The structurs of intermediate and （ ± ）-Hypoglycin A were confirmed by 1H NMR. The problems in the synthesizing process were also discussed.