Santangelo E M, Rotticci D, Liblikas I, Norin T, Unelius C R
Department of Organic Chemistry, Royal Institute of Technology, SE -100 44 Stockholm, Sweden.
J Org Chem. 2001 Aug 10;66(16):5384-7. doi: 10.1021/jo015592y.
A short synthetic route to asymmetric iridoids was developed. The three key steps were an intramolecular [4 + 2] cycloaddition reaction of an enamine derivative of 8-oxocitral (2), a dynamic acetylation, and an enzymatic resolution of the gastrolactyl acetates 5a and 5b, iridoids with three stereocenters. Some regio- and stereoselective heterogeneous catalytic hydrogenations of double bonds in iridoid aglucones were discussed.
开发了一种合成不对称环烯醚萜的短路线。三个关键步骤是8-氧代柠檬醛（2）的烯胺衍生物的分子内[4 + 2]环加成反应、动态乙酰化以及对具有三个立体中心的环烯醚萜5a和5b的胃酰基乙酸酯进行酶促拆分。讨论了环烯醚萜苷元中双键的一些区域和立体选择性多相催化氢化反应。
