催化不对称[8+2]环加成反应构建环庚三烯并吡咯烷-3,3’-吲哚酮.pdf

研究论文 Article * E-mail: ******@scu.; Fax: +86-028-85418249; Tel: +86-028-85418249 Received December 14, 2013; pub lished January 9, 2014. Supporting information for this article is available free of charge via the at http://sioc-. Project supported by the National Basic Research Program of China (973 Program: No. 2011CB808600), the National Natural Science Foundation of China (Nos. 21321061, 21290182 and 21172151) and Ministry of Education (No. 201**********). 项目受国家重点基础研究发展计划(973 计划: No. 2011CB808600) 、国家自然科学基金(Nos. 21321061, 21290182 和 21172151) 和教育部(No. 201**********) 资助. 856 http://sioc- ? 2014 Shanghai Institute anic Chemistry, Chinese Academy of Sciences Acta Chim. Sinica 2014 , 72 , 856—861 化学学报 ACTA CHIMICA SINICA 催化不对称[8 + 2] 环加成反应构建环庚三烯并吡咯烷-3,3'- 吲哚酮谢明胜武晓霞王刚林丽丽冯小明* ( 四川大学绿色化学与技术教育部重点实验室化学学院成都 610064) 摘要设计了 azaheptafulvenes 作为偶极子与 N -Boc-3- 烯基吲哚酮反应, 用来构建螺环[ 吡咯烷-3,3'- 吲哚酮] 衍生物. 在 1 mol% 手性氮氧-Ni(II) 配合物催化剂条件下, 该不对称[8 + 2]环加成反应以高的收率(90% ~99% 收率), 好的非对映选择性( 高达 97 ∶ 3 dr ) 和优异的对映选择性(92% ~ 99% ee ) 得到手性环庚三烯并螺环[ 吡咯烷-3,3'- 吲哚酮] 衍生物. 关键词手性氮氧; 镍; [8 + 2] 环加成; 螺环; 不对称催化 Catalytic Asymmetric [8+2] Cyc loaddition for the Construction o f Cycloheptatriene-Fused Py rrolidin-3,3'-Oxindoles Xie, Mingsheng Wu, Xiaoxia Wang, Gang Lin, Lili Feng, Xiaoming* ( Key Laboratory of Green Chemistry & Technology , Ministry of Education ,