N_叔丁氧羰基吲哚啉_2_羧酸甲酯的不对称合成_张倩倩.pdfVIP

网络出版时间：2017-09-08 14:50:10 网络出版地址：/kcms/detail/31.1321.O61450.012.html DOI: 10.6023/cjoc201708002 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE N-叔丁氧羰基吲哚啉-2-羧酸甲酯的不对称合成 张倩倩a 丁群山a 宋传君*,a 常俊标*,a,b (a 郑州大学化学与分子工程学院 郑州 450001) (b 新药创制与药物安全性评价河南省协同创新中心 郑州 450001) 摘要 手性吲哚啉衍生物作为众多具有生物活性的天然产物和新型药物的特征结构片段，越来越引起化学家的关注。 尽管目前已经存在很多合成方法，发展一种新的、简捷高效的吲哚啉衍生物的不对称合成方法仍然非常必要。我们以 Williams 中间体为手性控制试剂，经过亲核取代、分子内Buchwald-Hartwig 偶联等关键步骤以非常高的收率和对映体 选择性成功合成得到了(R)-N-叔丁氧羰基吲哚啉-2-羧酸甲酯。 关键词 吲哚啉-2-羧酸甲酯； Williams 手性辅基；Buchwald-Hartwig 偶联；不对称合成 Asymmetric Synthesis of Methyl N-(tert-Butoxycarbonyl)indoline-2-carboxylates Zhang, Qianqiana Ding, Qunshana Song, Chuanjun*,a Chang, Junbiao*,a,b (a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001) (b Collaborative Innovation Centre of New Drug Research and Safety Evaluation, Henan Province, Zhengzhou 450001) Abstract As a characteristic structural motif of numerous biologically active natural products and new drugs, chiral indoline derivatives have attracted much attention of chemists. Although many methods are available, there is still great need to develop a new, simple and highly efficient asymmetric synthetic method of indoline derivatives. Starting from Williams chiral auxilia- ry, a variety of methyl (R)-N-(tert-butoxycarbonyl)indoline-2-carboxylates were obtained with high overall yields and enanti- oselectivity through nucleophili