Catalytic asymmetric alkynylation of α-imino ester: A versatile approach to optically active unnatural α-amino acid derivatives

Jian-Xin Ji; Jing Wu; Albert S. C. Chan

首页> 外文期刊>Proceedings of the National Academy of Sciences of the United States of America >Catalytic asymmetric alkynylation of α-imino ester: A versatile approach to optically active unnatural α-amino acid derivatives

【24h】

Catalytic asymmetric alkynylation of α-imino ester: A versatile approach to optically active unnatural α-amino acid derivatives

机译：α-亚氨基酯的催化不对称炔基化：一种光学活性非天然α-氨基酸衍生物的通用方法

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相似文献
相关主题

摘要

The catalytic asymmetric introduction of alkynyl functionality to α-amino acid derivatives was realized by the direct addition of terminal alkynes to α-imino ester in the presence of chiral Cu(I) complex under mild reaction conditions. Owing to the rich chemistry to which alkyne can be subjected, the present system provides a remarkably versatile tool for the construction of optically active α-amino acid derivatives. Good yields and enantiomeric excess values were achieved with an array of terminal alkynes and challenging, biologically active, unnatural α-amino acid derivatives could be conveniently obtained.

机译：炔基官能团向α-氨基酸衍生物的催化不对称引入是通过在温和的反应条件下在手性Cu（I）络合物存在下将末端炔烃直接加至α-亚氨基酯来实现的。由于炔烃可经受的化学作用丰富，因此本发明的系统提供了用于构建光学活性α-氨基酸衍生物的非常通用的工具。使用一系列末端炔烃可实现良好的收率和对映体超值，并且可以方便地获得具有挑战性的，具有生物活性的非天然α-氨基酸衍生物。

著录项

来源
《Proceedings of the National Academy of Sciences of the United States of America》 |2005年第32期|p.11196-11200|共5页
作者
Jian-Xin Ji; Jing Wu; Albert S. C. Chan;
展开▼
作者单位

Open Laboratory of Chirotechnology, Institute of Molecular Technology for Drug Discovery and Synthesis, and Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hung Horn, Kowloon, Hong Kong;

展开▼
收录信息美国《科学引文索引》(SCI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
原文格式 PDF
正文语种 eng
中图分类自然科学总论;
关键词
asymmetric catalysis;

机译：不对称催化;

相似文献

外文文献
中文文献
专利

1. Focus in Organic Chemistry ( Catalytic Asymmetric Alkynylation of -Imino Ester: A Versatile Approach to Optically Active Unnatural -Amino Acid Derivatives ) [J] . Matteo Zanda Letters in Organic Chemistry . 2006,第5期

机译：专注于有机化学（-亚氨基酯的催化不对称炔基化：光学活性非天然-氨基酸衍生物的多用途方法）
2. Catalytic Asymmetric Activation of a C_(sp~3—H Bond Adjacent to a Nitrogen Atoms A Versatile Approach to Optically Active a-Alkyl α-Amino Acids and C1-Alkylated Tetrahydroisoquinoline Derivatives [J] . Gen Zhang, Yaohu Zhang, Rui Wang Angewandte Chemie . 2011,第44期

机译：氮原子附近的C_（sp〜3-H键）的催化不对称活化—光学活性α-烷基α-氨基酸和C1-烷基化的四氢异喹啉衍生物的通用方法
3. Catalytic Asymmetric Mono-Fluorination of α-Keto Esters: Synthesis of Optically Active β-Fluoro-α-Hydroxy and β-Fluoro-α-Amino Acid Derivatives [J] . Shoko Suzuki, Yuki Kitamura, Sylvain Lectard Angewandte Chemie . 2012,第19期

机译：α-酮酯的催化不对称单氟化：旋光性β-氟-α-羟基和β-氟-α-氨基酸衍生物的合成
4. Catalytic Asymmetric Synthesis of α-Amino Acid Derivatives: Approaches toward Green Sustainable Methodology for Preparation of Optically Active Amino Acids [C] . Yasuhiro Yamashita, Shu Kobayashi Asymmetric synthesis and application of α-amino acids . 2007

机译：催化不对称合成α-氨基酸衍生物：绿色可持续方法制备光学活性氨基酸的方法
5. Part One. Synthesis of optically active tryptophan derivatives with potential activity as indoleamine 2,3-dioxygenase inhibitors: An approach via asymmetric catalytic hydrogenation. Part Two. Design, synthesis and pharmacology of selective ligands for alpha1-containing GABA(A)/benzodiazepine receptor subtypes: SAR studies of beta-carbolines at positions -3 and -6 and their corresponding bivalent ligands. Part Three. First enantiospecific total synthesis of the important biogenetic intermediates, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epi-vellosimine and macusine A. [D] . Yin, Wenyuan. 2007

机译：第一部分。具有吲哚胺2,3-二加氧酶抑制剂潜在活性的旋光色氨酸衍生物的合成：一种通过不对称催化氢化的方法。第二部分。含α1的GABA（A）/苯并二氮杂receptor受体亚型的选择性配体的设计，合成和药理作用：位于-3和-6位的β-咔啉及其相应的二价配体的SAR研究。第三部分。重要生物遗传中间体，（+）-聚神经氨酸和（+）-聚神经氨酸醛，以及16-表-维西辛和Macusine A的首次对映体全合成。
6. Catalytic asymmetric alkynylation of α-imino ester: A versatile approach to optically active unnatural α-amino acid derivatives [O] . Jian-Xin Ji, Jing Wu, Albert S. C. Chan 2005

机译：α-亚氨基酯的催化不对称炔基化：一种光学活性非天然α-氨基酸衍生物的通用方法
7. Catalytic asymmetric alkynylation of α-imino ester: A versatile approach to optically active unnatural α-amino acid derivatives [O] . Ji, Jian-Xin, Wu, Jing, Chan, Albert S. C. 2005

机译：α-亚氨基酯的催化不对称炔基化：一种光学活性非天然α-氨基酸衍生物的通用方法

Catalytic asymmetric alkynylation of α-imino ester: A versatile approach to optically active unnatural α-amino acid derivatives

摘要

著录项

相似文献

相关主题

期刊订阅