Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in S(N)2 Reaction Pathway

Liu Jiawei; Wang Chuan

首页> 外文期刊>ACS catalysis >Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in S(N)2 Reaction Pathway

【24h】

Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in S(N)2 Reaction Pathway

机译：锌催化的羟基染色区域在S（n）2反应途径中的氮化萘啶

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

In this protocol, a zinc-catalyzed catalytic regioselective ring opening of electronically and sterically unbiased 2,3-aziridinyl alcohols has been accomplished. The directing effect of the hydroxyl moiety enables the selective nucleophilic attack to the C-3 position of 2,3-aziridinyl alcohols with various aromatic amines and thiophenols as nucleophiles. This operationally simple reaction provides convenient access to a variety of amino alcohols and hydroxyl sulfides in excellent regiocontrol. Moreover, simple derivatization of the ring opening product establishes a general strategy to approach internal vicinal diamines in regioselective and diastereomerically pure form.

机译：在该方案中，已经完成了电子和空间无偏偏向的2,3-二丙啶醇的锌催化催化区域开环。羟基部分的引导效果使得选择性亲核侵入与各种芳族胺和噻吩酚作为亲核试剂的2,3-己酰胺醇的C-3位置。这种操作简单的反应可方便地进入各种氨基醇和优异的氨基醇中的羟基硫化物。此外，环开口产品的简单衍生化建立了一种在区域选择性和非对映异构体纯净形式中接近内部邻态二胺的一般策略。

著录项

来源
《ACS catalysis》 |2020年第1期|共6页
作者
Liu Jiawei; Wang Chuan;
展开▼
作者单位

Univ Sci &

Technol China Hefei Natl Lab Phys Sci Microscale Ctr Excellence Mol Synth Dept Chem 96 Jinzhai Rd Hefei 230026 Anhui Peoples R China;

Univ Sci &

Technol China Hefei Natl Lab Phys Sci Microscale Ctr Excellence Mol Synth Dept Chem 96 Jinzhai Rd Hefei 230026 Anhui Peoples R China;

展开▼
收录信息
原文格式 PDF
正文语种 eng
中图分类物理化学（理论化学）、化学物理学;
关键词
ring opening; aziridines; regioselective; amino alcohol; diamines;

机译：圆环开口;Aziridines;区域选择性;氨基醇;二胺;

相似文献

外文文献
中文文献
专利

1. Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in S(N)2 Reaction Pathway [J] . Liu Jiawei, Wang Chuan ACS catalysis . 2020,第1期

机译：锌催化的羟基染色区域在S（n）2反应途径中的氮化萘啶
2. Regioselective reactions of mesyloxymethylazetidinones with nucleophiles I. Cleavage of the azetidinone ring, azetidinone-aziridine ring transformations [J] . Boros E, Bertha F, Czira G, Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2006,第1期

机译：甲氧基氧基甲基氮杂环丁烷酮与亲核试剂的区域选择性反应I.氮杂环丁酮环的裂解，氮杂环丁酮-氮丙啶环的转化
3. Regiochemical control of the ring-opening of aziridines by means of chelating processes. Part 4: Regioselectivity of the opening reactions with MeOH of 1-(benzyloxy)-2,3- and -3,4-N-(methoxycarbonyl)aziridoalkanes under condensed and gas-phase operat [J] . Paolo Crotti, Gabriele Renzi, Graziella Roselli, Tetrahedron . 2007,第25期

机译：通过螯合方法对氮丙啶开环的区域化学控制。第4部分：在冷凝和气相操作下，与1-（苄氧基）-2,3-和-3,4-N-（甲氧基羰基）叠氮基烷烃的MeOH进行的开环反应的区域选择性
4. Non-catalyzed nucleophilic ring opening reactions of aziridines by tmsncs and synthesis of thiazolidine-2-imines [C] . Natalia Prusinowska, Jacek Gawronski European Symposium on Organic Chemistry . 2009

机译：通过TMSNCS和噻唑烷-2-亚胺的非催化亲核开环偶氮红外线开口反应及其合成
5. Part 1: Developments in 1,3-Halogen Migration. Part 2: Ring-Expansion Reactions of Methylene Aziridines [D] . Schmid, Steven Clarke. 2017

机译：第1部分：1，3-卤素迁移的发展。第2部分：亚甲基氮丙啶的扩环反应
6. Regioselective Synthesis of N-β-Hydroxyethylaziridines by the Ring Opening Reaction of Epoxides with Aziridine Generated In Situ [O] . Ha Young Kim, Arindam Talukdar, Mark Cushman -1

机译：通过环氧化物与原位生成的氮丙啶开环反应区域选择性合成N-β-羟乙基氮丙啶
7. Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in SN2 Reaction Pathway [O] . -1

机译：在SN2反应途径中锌催化的羟基染色的羟基吖啶末端开环
8. AM1 Studies of E2 Reactions. 2. Regioselectivity, Stereochemistry, Kinetic Isotope Effects, and Competition with S(N)2 Reactions. [R] . Dewar, M. J., Yuan, Y. C. 1990

机译：am1对E2反应的研究。 2.区域选择性，立体化学，动力学同位素效应和与s（N）2反应的竞争。

Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in S(N)2 Reaction Pathway

摘要

著录项

相似文献

相关主题

期刊订阅