• 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

作为P/O杂化配体的P-手性邻膦酰基苯酚:制备及其在铜催化二乙基锌对开链烯酮的不对称共轭加成反应中的应用

P-chiral o-phosphinophenol as a P/O hybrid ligand: preparation and use in Cu-catalyzed asymmetric conjugate addition of diethylzinc to acyclic enones.

作者信息

Takahashi Yukitoshi, Yamamoto Yoshikazu, Katagiri Kosuke, Danjo Hiroshi, Yamaguchi Kentaro, Imamoto Tsuneo

机构信息

Department of Chemistry, Faculty of Science, Chiba University, Inage-ku, Japan.

出版信息

J Org Chem. 2005 Oct 28;70(22):9009-12. doi: 10.1021/jo051034y.

DOI:10.1021/jo051034y
PMID:16238340
Abstract

[reaction: see text] (S)-2-(tert-Butylmethylphosphino)phenol and its methyl ether were synthesized from tert-butyldichlorophosphine via optically active phosphine-boranes as the intermediates. The former compound was used as a P/O hybrid ligand in the Cu-catalyzed asymmetric conjugate addition of diethylzinc to acyclic enones to achieve high enantioselectivity of up to 96%.

摘要

[反应:见正文] (S)-2-(叔丁基甲基膦基)苯酚及其甲醚由叔丁基二氯膦经旋光性膦硼烷作为中间体合成。前一种化合物在铜催化的二乙基锌对无环烯酮的不对称共轭加成反应中用作P/O混合配体,以实现高达96%的高对映选择性。

相似文献

1
P-chiral o-phosphinophenol as a P/O hybrid ligand: preparation and use in Cu-catalyzed asymmetric conjugate addition of diethylzinc to acyclic enones.作为P/O杂化配体的P-手性邻膦酰基苯酚:制备及其在铜催化二乙基锌对开链烯酮的不对称共轭加成反应中的应用
J Org Chem. 2005 Oct 28;70(22):9009-12. doi: 10.1021/jo051034y.
2
Enantioselective Cu-catalyzed conjugate addition of diethylzinc to acyclic aliphatic enones.铜催化二乙基锌对无环脂肪族烯酮的对映选择性共轭加成反应。
Org Lett. 2004 Oct 28;6(22):4117-9. doi: 10.1021/ol048191o.
3
Reversal of stereoselectivity in the Cu-catalyzed conjugate addition reaction of dialkylzinc to cyclic enone in the presence of a chiral azolium compound.在手性氮翁化合物存在的条件下,Cu 催化的二烷基锌与环状烯酮的共轭加成反应中立体选择性的反转。
J Org Chem. 2010 Aug 20;75(16):5707-15. doi: 10.1021/jo101147p.
4
Multinuclear Cu-catalysts based on SPINOL-PHOS in asymmetric conjugate addition of organozinc reagents.基于 SPINOL-PHOS 的多核铜催化剂在有机锌试剂不对称共轭加成反应中的应用。
Org Lett. 2012 May 4;14(9):2342-5. doi: 10.1021/ol300748d. Epub 2012 Apr 20.
5
Modulation of multifunctional N,O,P ligands for enantioselective copper-catalyzed conjugate addition of diethylzinc and trapping of the zinc enolate.多功能 N,O,P 配体的调控在铜催化的二乙基锌与锌烯醇化物的对映选择性共轭加成和捕获反应中的应用。
Chem Asian J. 2013 Sep;8(9):2242-53. doi: 10.1002/asia.201300544. Epub 2013 Jun 18.
6
Probing the importance of the hemilabile site of bis(phosphine) monoxide ligands in the copper-catalyzed addition of diethylzinc to N-phosphinoylimines: discovery of new effective chiral ligands.探究单氧化双(膦)配体的半不稳定位点在铜催化二乙基锌加成到N-磷酰亚胺反应中的重要性:新型有效手性配体的发现
J Org Chem. 2008 Aug 15;73(16):6330-40. doi: 10.1021/jo800969x. Epub 2008 Jul 19.
7
Modular amino acids-based chiral ligands for copper-catalyzed enantioselective conjugation addition of diethylzinc to cyclic enones.基于模块化氨基酸的手性配体用于铜催化的二乙基锌对环状烯酮的对映选择性共轭加成反应。
Chirality. 2011 Feb;23(2):105-12. doi: 10.1002/chir.20881.
8
Chiral diphosphine and monodentate phosphorus ligands on a spiro scaffold for transition-metal-catalyzed asymmetric reactions.用于过渡金属催化不对称反应的螺环骨架上的手性双膦和单齿磷配体
Acc Chem Res. 2008 May;41(5):581-93. doi: 10.1021/ar700137z. Epub 2008 Mar 1.
9
Highly enantioselective copper-catalyzed conjugate addition of diethylzinc to nitroalkenes.铜催化二乙基锌对硝基烯烃的高度对映选择性共轭加成反应。
Org Lett. 2004 Aug 5;6(16):2689-91. doi: 10.1021/ol0491282.
10
Identification of modular chiral bisphosphines effective for Cu(i)-catalyzed asymmetric allylation and propargylation of ketones.识别对酮的 Cu(i)-催化不对称烯丙基化和炔丙基化有效的模块化手性双膦配体。
J Am Chem Soc. 2010 May 19;132(19):6638-9. doi: 10.1021/ja101948s.

引用本文的文献

1
Preparation of phosphines through C-P bond formation.通过 C-P 键形成制备膦。
Beilstein J Org Chem. 2014 May 9;10:1064-96. doi: 10.3762/bjoc.10.106. eCollection 2014.
2
(E)-3-(1-Methyl-1H-pyrrol-2-yl)-1-phenyl-prop-2-en-1-one.(E)-3-(1-甲基-1H-吡咯-2-基)-1-苯基-丙-2-烯-1-酮
Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 1;67(Pt 4):o894. doi: 10.1107/S1600536811009214. Epub 2011 Mar 15.