N-叔丁氧羰基吲哚啉-2-羧酸甲酯的不对称合成
收稿日期: 2017-08-01
修回日期: 2017-08-31
网络出版日期: 2017-09-08
基金资助
国家自然科学基金（Nos.81330075，21172202）资助项目.
Asymmetric Synthesis of Methyl N-(tert-Butoxycarbonyl)indoline-2-carboxylates
Received date: 2017-08-01
Revised date: 2017-08-31
Online published: 2017-09-08
Supported by
Project supported by the Natural Science Foundation of China (Nos. 81330075, 21172202).
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.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地合成得到了（R）-N-叔丁氧羰基吲哚啉-2-羧酸甲酯.
张倩倩 , 丁群山 , 宋传君 , 常俊标 . N-叔丁氧羰基吲哚啉-2-羧酸甲酯的不对称合成[J]. 有机化学, 2018 , 38(1) : 221 -227 . DOI: 10.6023/cjoc201708002
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 auxiliary, a variety of methyl (R)-N-(tert-butoxycarbonyl)indoline-2-carboxylates were obtained with high overall yields and enantioselectivity through nucleophilic substitution, intramolecular Buchwald-Hartwig coupling reaction, etc.
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