• 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

新型串联氢铝化/Cu 催化不对称共轭加成β-取代环状烯酮的实验条件。

New experimental conditions for tandem hydroalumination/Cu-catalyzed asymmetric conjugate additions to β-substituted cyclic enones.

机构信息

Department of Organic Chemistry, University of Geneva 30, quai Ernest Ansermet CH-1211 Geneva 4, Switzerland.

出版信息

Org Lett. 2011 Jun 17;13(12):3040-3. doi: 10.1021/ol200898c. Epub 2011 May 18.

DOI:10.1021/ol200898c
PMID:21591618
Abstract

Readily available alkenylalanes, arising from hydroalumination of unprotected terminal alkynes, have been directly employed for the copper-catalyzed asymmetric conjugate addition (ACA) to β-substituted cyclic enones. The desired products, containing a quaternary stereogenic center, are generally obtained in good yields and enantioselectivities.

摘要

readily available alkenylalanes, arising from hydroalumination of unprotected terminal alkynes, have been directly employed for the copper-catalyzed asymmetric conjugate addition (ACA) to β-substituted cyclic enones. The desired products, containing a quaternary stereogenic center, are generally obtained in good yields and enantioselectivities.

相似文献

1
New experimental conditions for tandem hydroalumination/Cu-catalyzed asymmetric conjugate additions to β-substituted cyclic enones.新型串联氢铝化/Cu 催化不对称共轭加成β-取代环状烯酮的实验条件。
Org Lett. 2011 Jun 17;13(12):3040-3. doi: 10.1021/ol200898c. Epub 2011 May 18.
2
Formation of quaternary stereogenic centers by copper-catalyzed asymmetric conjugate addition reactions of alkenylaluminums to trisubstituted enones.通过铜催化的烯基铝与三取代烯酮的不对称共轭加成反应形成季立体中心。
Chemistry. 2013 Nov 4;19(45):15226-39. doi: 10.1002/chem.201302856. Epub 2013 Oct 2.
3
A practical method for enantioselective synthesis of all-carbon quaternary stereogenic centers through NHC-Cu-catalyzed conjugate additions of alkyl- and arylzinc reagents to beta-substituted cyclic enones.一种通过NHC-Cu催化的烷基锌和芳基锌试剂与β-取代环状烯酮的共轭加成对全碳季碳立体中心进行对映选择性合成的实用方法。
J Am Chem Soc. 2006 Jun 7;128(22):7182-4. doi: 10.1021/ja062061o.
4
Catalytic enantioselective alkylations of tetrasubstituted olefins. Synthesis of all-carbon quaternary stereogenic centers through Cu-catalyzed asymmetric conjugate additions of alkylzinc reagents to enones.四取代烯烃的催化对映选择性烷基化反应。通过铜催化的烷基锌试剂与烯酮的不对称共轭加成反应合成全碳季碳手性中心。
J Am Chem Soc. 2005 Nov 2;127(43):14988-9. doi: 10.1021/ja0553811.
5
Formation of quaternary chiral centers by N-heterocyclic carbene-Cu-catalyzed asymmetric conjugate addition reactions with Grignard reagents on trisubstituted cyclic enones.N-杂环卡宾-铜催化的不对称共轭加成反应与格氏试剂在三取代环状烯酮上形成季手性中心。
Chemistry. 2010 Aug 23;16(32):9890-904. doi: 10.1002/chem.201000471.
6
Enantioselective synthesis of nitroalkanes bearing all-carbon quaternary stereogenic centers through Cu-catalyzed asymmetric conjugate additions.通过铜催化的不对称共轭加成反应对含有全碳季碳手性中心的硝基烷烃进行对映选择性合成。
J Am Chem Soc. 2005 Apr 6;127(13):4584-5. doi: 10.1021/ja050800f.
7
Efficient cu-catalyzed asymmetric conjugate additions of alkylzincs to trisubstituted cyclic enones.铜催化的烷基锌对三取代环状烯酮的高效不对称共轭加成反应。
J Am Chem Soc. 2002 Nov 13;124(45):13362-3. doi: 10.1021/ja021081x.
8
Highly practical and enantioselective cu-catalyzed conjugate addition of alkylzinc reagents to cyclic enones at ambient temperature.在室温下,铜催化烷基锌试剂对环状烯酮进行高度实用且对映选择性的共轭加成反应。
Org Lett. 2003 Sep 4;5(18):3201-3. doi: 10.1021/ol034983r.
9
Formation of quaternary stereogenic centers by NHC-Cu-catalyzed asymmetric conjugate addition reactions with Grignard reagents on polyconjugated cyclic enones.NHC-Cu 催化的不对称共轭加成反应在多共轭环状烯酮上与格氏试剂反应形成季立体中心。
Chemistry. 2012 Jul 9;18(28):8731-47. doi: 10.1002/chem.201200502. Epub 2012 Jun 11.
10
Copper-catalyzed asymmetric conjugate addition of trialkylaluminium reagents to trisubstituted enones: construction of chiral quaternary centers.铜催化三烷基铝试剂对三取代烯酮的不对称共轭加成:手性季碳中心的构建
Chemistry. 2007;13(34):9647-62. doi: 10.1002/chem.200701001.

引用本文的文献

1
Sulfonate N-Heterocyclic Carbene-Copper Complexes: Uniquely Effective Catalysts for Enantioselective Synthesis of C-C, C-B, C-H, and C-Si Bonds.磺酸酯 N-杂环卡宾-铜配合物:手性合成 C-C、C-B、C-H 和 C-Si 键的高效独特催化剂。
Angew Chem Int Ed Engl. 2020 Nov 23;59(48):21304-21359. doi: 10.1002/anie.202003755. Epub 2020 Aug 26.
2
Coordinative Chain Transfer Polymerization of Butadiene with Functionalized Aluminum Reagents.丁二烯与功能化铝试剂的配位链转移聚合反应
Angew Chem Int Ed Engl. 2019 Dec 2;58(49):17777-17781. doi: 10.1002/anie.201909843. Epub 2019 Oct 24.
3
Diastereodivergent combined carbometalation/zinc homologation/C-C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters.
非对映发散性的碳金属化/锌同系化/C-C断裂联合反应作为制备无环烯丙基季碳立体中心的有效工具。
Chem Sci. 2016 Sep 1;7(9):5989-5994. doi: 10.1039/c6sc02191c. Epub 2016 May 24.
4
Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.利用α,β-不饱和酰胺和内酰胺的非对映选择性和对映选择性共轭加成反应。
Beilstein J Org Chem. 2015 Apr 23;11:530-62. doi: 10.3762/bjoc.11.60. eCollection 2015.
5
A multicomponent Ni-, Zr-, and Cu-catalyzed strategy for enantioselective synthesis of alkenyl-substituted quaternary carbons.一种多组分 Ni、Zr 和 Cu 催化的策略,用于手性选择性合成烯基取代的季碳。
Angew Chem Int Ed Engl. 2014 Feb 10;53(7):1910-4. doi: 10.1002/anie.201309456. Epub 2014 Jan 29.
6
Gold(I)-catalyzed formation of bicyclo[4.2.0]oct-1-enes.金(I)催化形成双环[4.2.0]辛-1-烯。
J Org Chem. 2013 Jun 7;78(11):5685-90. doi: 10.1021/jo400139g. Epub 2013 May 13.