基于烯胺催化的分子内不对称Michael加成反应在合成手性黄烷酮中的研究

黄烷酮类化合物在自然界分布广泛，数目众多，具有抗氧化、抗癌、抗增殖、抗菌、抗炎、抗HIV病毒、抗肿瘤、抗诱变等诸多生物活性。由查尔酮合成黄烷酮是最直接、最普遍使用的方法。但是关于查尔酮的不对称环化合成手性黄烷酮仍然没有一个有效的通用方法，查尔酮不对称环化成为黄烷酮不对称合成中的一个急需解决的关键科学问题。 本项目基于分子内的oxa-Michael不对称催化加成反应构建手性黄烷酮开展研究。目前还没有关于用亚胺催化的方式实现分子内的oxa-Michael不对称催化加成反应来合成黄烷酮的报道。 以手性脯氨酸为前体设计并合成系列结构新颖的衍生物催化剂，开展亚胺催化查尔酮分子内的oxa-Michael不对称催化加成反应研究，发展新的高活性及高对映选择性的催化剂及反应体系，用于黄烷酮手性合成，提供由查尔酮直接环化合成不对称合成黄烷酮的方法，在此基础上完成2-4个光学活性天然黄烷酮的不对称合成。

Flavanoids are widespread in nature. Flavanoids often exhibit remarkable biological activities including antioxidant, anticancer, antitumor, antibacterial, antimicrobial, estrogenic and anti-estrogenic properties. Cyclization of chalcones was the most direct and universa method for synthesis falvanoids. But no general, asymmetric cyclization of unactivated 2_-hydroxychalcones has yet emerged. Asymetric cyclization of chalcones was the key scientific problems for asymetric synthesis of flavanoids. We will carry out the study on construction chairl flavanoids by intramolecular oxa-Michael reactions. Studies on intramolecular oxa-Michael reactions and intramolecular oxa-Michael reactions for synthesis of flavanoids by iminium asymmetric catalysis have not been report. Series of new chairl catalyst have been devised and synthized from proline. The new catalyst will be used for intramolecular oxa-Michael reactions for synthesis of flavanoids from chalcones by iminium asymmetric catalysis. A new method for asymetric synthesis of flavanoid from chalcones will be developed, by which the enantioselective synthesis of 2-4 natural chairl flavanoids will have been acompolished.