[1]周 剑.α-季碳氨基酸的不对称催化合成[J].四川师范大学学报(自然科学版),2018,(03):285-295.[doi:10.3969/j.issn.1001-8395.2018.03.001]
 ZHOU Jian.Catalytic Enantioselective Synthesis of Cα-tetrasubstituted α-amino Acids[J].Journal of SichuanNormal University,2018,(03):285-295.[doi:10.3969/j.issn.1001-8395.2018.03.001]
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α-季碳氨基酸的不对称催化合成()
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《四川师范大学学报(自然科学版)》[ISSN:1001-8395/CN:51-1295/N]

卷:
期数:
2018年03期
页码:
285-295
栏目:
特约专稿
出版日期:
2018-03-15

文章信息/Info

Title:
Catalytic Enantioselective Synthesis of Cα-tetrasubstituted α-amino Acids
文章编号:
1001-8395(2018)03-0285-11
作者:
周 剑
华东师范大学 化学与分子工程学院 绿色化学与化工过程绿色化上海市重点实验室, 上海 200062
Author(s):
ZHOU Jian
School of Chemistry and Molecular Engineering, East China Normal University, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Shanghai 200062
关键词:
α-季碳氨基酸 不对称催化 Strecker反应 亲核加成反应 胺化反应 α-硝基乙酸酯
Keywords:
Cα-tetrasubstituted α-amino acids asymmetric catalysis Strecker reaction nucleophilic addition amination α-substituted nitroacetates
分类号:
O643.32
DOI:
10.3969/j.issn.1001-8395.2018.03.001
文献标志码:
A
摘要:
α-季碳氨基酸是一类优势骨架,广泛存在于天然产物、药物以及生物活性分子中,发展对其高效、高选择性的合成方法是现代有机合成化学的前沿研究热点.主要介绍我们小组近十年来在不对称催化合成α-季碳氨基酸中的研究进展.我们的工作主要基于以下4种策略:1)酮亚胺的不对称Strecker反应; 2)α-酮酸酯衍生的酮亚胺的不对称亲核加成反应; 3)前手性氧化吲哚的不对称胺化反应; 4)基于α-硝基乙酸酯的不对称官能团化反应.
Abstract:
Cα-Tetrasubstituted α-amino acids represent a type of privileged motifs widely present in natural products, drugs and pharmaceutically active compounds. The highly stereoselective synthesis of this prominent structural motif constitutes a very active research territory in modern organic chemistry and has attracted great synthetic attention. This review summarizes our endeavours in catalytic asymmetric synthesis of Cα-tetrasubstituted α-amino acids, in the past decade. Our research is based on the following four synthetic strategies: 1)Strecker reaction of ketimine; 2)nucleophilic addition of α-ketoester derived ketimine; 3)amination of 3-substituted oxindoles; 4)functionalization of α-substituted nitroacetates.

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备注/Memo

备注/Memo:
收稿日期:2017-12-31 接受日期:2018-01-05
基金项目:国家自然科学基金(21472049、21672068和21725203)
作者简介:周 剑(1975—),男,教授,主要从事手性季碳中心的新反应和新方法的研究,E-mail:jzhou@chem.ecnu.edu.cn
更新日期/Last Update: 2018-03-15