• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

通过镍催化的联芳基二烯的去对称氢氰化反应对轴向和中心手性苯乙烯进行对映选择性合成。

Enantioselective Synthesis of Axially and Centrally Chiral Styrenes via Nickel-Catalyzed Desymmetric Hydrocyanation of Biaryl Dienes.

作者信息

Li Can, Cai Song-Zhou, Ye Juntao, Fang Xianjie

机构信息

Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.

Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Key Laboratory of Organosilicon Material Technology of Zhejiang Province, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, 2318 Yuhangtang Road, Hangzhou 311121, China.

出版信息

Org Lett. 2024 May 10;26(18):3867-3871. doi: 10.1021/acs.orglett.4c01022. Epub 2024 May 1.

DOI:10.1021/acs.orglett.4c01022
PMID:38691097
Abstract

Herein, a highly regio-, enantio-, and diastereoselective nickel-catalyzed desymmetric hydrocyanation of biaryl dienes for the simultaneous construction of axial and central chiralities is presented, which offers a convenient approach to a variety of tirenes containing the union of an axially chiral biaryl and a centrally α-chiral nitrile under mild conditions using a commercially available catalyst. The synthetic utility is highlighted by the development of a novel axially chiral phosphine ligand and biphenyl-based chiral diene ligand and their potential applications in the field of asymmetric catalytic reactions.

摘要

在此,我们报道了一种高度区域选择性、对映选择性和非对映选择性的镍催化联芳基二烯的去对称氢氰化反应,用于同时构建轴手性和中心手性,该反应在温和条件下使用市售催化剂,为合成多种含有轴手性联芳基和中心α-手性腈的替瑞烯类化合物提供了一种简便方法。新型轴手性膦配体和联苯类手性二烯配体的开发及其在不对称催化反应领域的潜在应用突出了该合成方法的实用性。

相似文献

1
Enantioselective Synthesis of Axially and Centrally Chiral Styrenes via Nickel-Catalyzed Desymmetric Hydrocyanation of Biaryl Dienes.通过镍催化的联芳基二烯的去对称氢氰化反应对轴向和中心手性苯乙烯进行对映选择性合成。
Org Lett. 2024 May 10;26(18):3867-3871. doi: 10.1021/acs.orglett.4c01022. Epub 2024 May 1.
2
Enantioselective Synthesis of Axially Chiral Allylic Nitriles via Nickel-Catalyzed Desymmetric Cyanation of Biaryl Diallylic Alcohols.通过镍催化的联芳基二烯丙醇的去对称氰化反应对轴向手性烯丙基腈进行对映选择性合成。
Angew Chem Int Ed Engl. 2025 Jan 27;64(5):e202417208. doi: 10.1002/anie.202417208. Epub 2024 Nov 14.
3
New Approaches for Biaryl-Based Phosphine Ligand Synthesis via P═O Directed C-H Functionalizations.通过 P═O 导向的 C-H 功能化合成双芳基膦配体的新方法。
Acc Chem Res. 2017 Jun 20;50(6):1480-1492. doi: 10.1021/acs.accounts.7b00167. Epub 2017 May 9.
4
Chiral Pd-Catalyzed Enantioselective Syntheses of Various N-C Axially Chiral Compounds and Their Synthetic Applications.手性 Pd 催化的各种 N-C 轴手性化合物的对映选择性合成及其合成应用。
Acc Chem Res. 2021 Feb 2;54(3):719-730. doi: 10.1021/acs.accounts.0c00767. Epub 2021 Jan 22.
5
Construction of Axially Chiral Compounds via Asymmetric Organocatalysis.通过不对称有机催化构建轴向手性化合物。
Acc Chem Res. 2018 Feb 20;51(2):534-547. doi: 10.1021/acs.accounts.7b00602. Epub 2018 Feb 8.
6
Catalytic Asymmetric Synthesis of Unnatural Axially Chiral Biaryl δ-Amino Acid Derivatives via a Chiral Phenanthroline-Potassium Catalyst-Enabled Dynamic Kinetic Resolution.通过手性菲咯啉-钾催化剂实现的动态动力学拆分催化不对称合成非天然轴向手性联芳基δ-氨基酸衍生物。
Angew Chem Int Ed Engl. 2024 Sep 2;63(36):e202407920. doi: 10.1002/anie.202407920. Epub 2024 Jul 29.
7
Synthesis of Axially Chiral Styrenes through Pd-Catalyzed Asymmetric C-H Olefination Enabled by an Amino Amide Transient Directing Group.通过氨基酰胺瞬态导向基团促进的钯催化不对称 C-H 烯烃化反应合成轴向手性苯乙烯。
Angew Chem Int Ed Engl. 2020 Apr 16;59(16):6576-6580. doi: 10.1002/anie.201915949. Epub 2020 Feb 25.
8
Atropisomeric Carboxylic Acids Synthesis via Nickel-Catalyzed Enantioconvergent Carboxylation of Aza-Biaryl Triflates with CO.通过镍催化氮杂二芳基三氟甲磺酸酯与一氧化碳的对映汇聚羧化反应合成阻转异构羧酸
Angew Chem Int Ed Engl. 2024 May 27;63(22):e202403401. doi: 10.1002/anie.202403401. Epub 2024 Apr 16.
9
Nickel/Brønsted acid dual-catalyzed regio- and enantioselective hydrophosphinylation of 1,3-dienes: access to chiral allylic phosphine oxides.镍/布朗斯特酸双催化1,3 - 二烯的区域和对映选择性氢膦酰化反应:合成手性烯丙基氧化膦
Chem Sci. 2021 Dec 28;13(5):1390-1397. doi: 10.1039/d1sc05651d. eCollection 2022 Feb 2.
10
Chiral Phosphoric Acid Catalyzed Asymmetric Hydrolysis of Biaryl Oxazepines for the Synthesis of Axially Chiral Biaryl Amino Phenol Derivatives.手性磷酸催化联芳基恶唑并氮杂卓的不对称水解用于合成轴手性联芳基氨基苯酚衍生物
Angew Chem Int Ed Engl. 2023 Sep 25;62(39):e202306864. doi: 10.1002/anie.202306864. Epub 2023 Jul 6.