摘要
脂肪族伯胺作为亲核试剂与手性合成子5(R)-(l-孟氧基)-2(5H)-呋喃酮(4)发生不对称Michael加成反应,得到一系列新的手性β-烷氨基-γ-(l-孟氧基)丁内酯类化合物6(产率34%～81%,de≥98%).通过IR,1HNMR,13CNMR,MS,元素分析及单晶X射线衍射分析,确认了它们的化学结构、立体化学和绝对构型.此结果为某些具有生物活性化合物及复杂分子的合成提供了新的途径.
A series of novel chiral β-alkylamino-γ-menthoxybutyrolactones 6 were synthesized in moderate to good yields （34%～81%） with high diastereoselectivity （de ≥98%） via the asymmetric Michael addition of various primary amines to chiral synthon 5（R）-（l-menthoxy）-5H-furan-2-one （4） under mild conditions. The structure and absolute configuration of compounds 6 were established on the basis of their elemental analysis and spectroscopic data, such as IR, ^1H NMR, ^13C NMR, MS spectra, and single-crystal X-ray diffraction. These results provide a valuable synthetic route to some biologically active compounds and complex molecules.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2008年第6期1119-1122,共4页
Chinese Journal of Organic Chemistry
