Efficient Synthesis of Optically Active Halogenated Compounds with ?-Halocarbonyl Compounds

氟化有机分子在药物及其候选药物的合成中起着重要的作用。这些化合物，特别是具有氟化手性碳中心的化合物，迫切需要有效的合成方法。我们成功地进行了α -氯酮酯的不对称氟化反应，也成功地进行了α -氟烯酮的不对称Diels-Alder反应。这些反应产生了一类光学纯度高的新型手性氟化化合物。这些化合物有望成为药物设计的有用基础。

Fluorinated organic molecules are known to be quite important in the synthesis of drugs and their candidates. Efficient synthetic methods for these compounds, especially having a fluorinated chiral carbon center, are strongly required. Here, we succeeded in asymmetric fluorination of alfa-chloro ketoester, and also succeeded in asymmetric Diels-Alder reaction of alfa-fluoro enone. These reactions afforded some new class of chiral fluorinated compounds with high optical purity. These compounds are expected to be useful building blocks for drug design.