• 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

钯催化氧亲核试剂对π-烯丙基钯中间体的中环进攻合成 4-氧杂螺[2.4]庚烷。

Palladium-catalyzed synthesis of 4-oxaspiro[2.4]heptanes via central attack of oxygen nucleophiles to π-allylpalladium intermediates.

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

出版信息

Org Lett. 2012 May 4;14(9):2410-3. doi: 10.1021/ol300852v. Epub 2012 Apr 24.

DOI:10.1021/ol300852v
PMID:22530604
Abstract

A palladium-catalyzed decarboxylative cyclopropanation of γ-methylidene-δ-valerolactones with aromatic aldehydes has been developed to give 4-oxaspiro[2.4]heptanes with high selectivity. The site of nucleophilic attack to a π-allylpalladium intermediate has been controlled with a sterically demanding phosphine ligand. The course of the reaction is highly dependent on ligands and solvents, and selective formation of methylenetetrahydropyrans has also been realized.

摘要

钯催化的γ-亚甲基-δ-戊内酯与芳香醛的脱羧环丙烷化反应已经被开发出来，可以高选择性地得到 4-氧杂螺[2.4]庚烷。通过空间位阻较大的膦配体控制了π-烯丙基钯中间体的亲核进攻位点。反应的进程高度依赖于配体和溶剂，并且也实现了亚甲基四氢吡喃的选择性形成。

相似文献

1
Palladium-catalyzed synthesis of 4-oxaspiro[2.4]heptanes via central attack of oxygen nucleophiles to π-allylpalladium intermediates.钯催化氧亲核试剂对π-烯丙基钯中间体的中环进攻合成 4-氧杂螺[2.4]庚烷。
Org Lett. 2012 May 4;14(9):2410-3. doi: 10.1021/ol300852v. Epub 2012 Apr 24.
2
Stereoselective synthesis of spirooxindoles by palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins.钯催化γ-亚甲基-δ-戊内酯与异吲哚酮的脱羧环化反应立体选择性合成螺环氧化吲哚
Org Lett. 2009 Aug 20;11(16):3754-6. doi: 10.1021/ol901348f.
3
Palladium-catalyzed synthesis of spiro[2.4]heptanes: ligand-dependent position control in the nucleophilic attack to a pi-allylpalladium intermediate.钯催化的螺[2.4]庚烷的合成：亲核进攻π-烯丙基钯中间体时的配体依赖性位置控制
J Am Chem Soc. 2007 Dec 5;129(48):14866-7. doi: 10.1021/ja077236o. Epub 2007 Nov 10.
4
Stereoselective synthesis of nipecotic acid derivatives via palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with imines.通过钯催化γ-亚甲基-δ-戊内酯与亚胺的脱羧环化反应立体选择性合成哌啶酸衍生物。
Org Lett. 2009 Jan 15;11(2):457-9. doi: 10.1021/ol802569q.
5
Palladium-catalyzed decarboxylative [4 + 3] cyclization of gamma-methylidene-delta-valerolactones with 1,1-dicyanocyclopropanes.钯催化的γ-亚甲基-δ-戊内酯与 1,1-二氰基环丙烷的脱羧[4 + 3]环化反应。
Org Lett. 2009 Dec 17;11(24):5642-5. doi: 10.1021/ol902326s.
6
Palladium-mediated phosphine-dependent chemoselective bisallylic alkylation leading to spirocarbocycles.钯介导的膦依赖的化学选择性双烯丙基烷基化反应生成螺环碳环化合物。
Angew Chem Int Ed Engl. 2012 Aug 20;51(34):8648-51. doi: 10.1002/anie.201204629. Epub 2012 Jul 24.
7
Spiro Indane-Based Phosphine-Oxazolines as Highly Efficient P,N Ligands for Enantioselective Pd-Catalyzed Allylic Alkylation of Indoles and Allylic Etherification.螺环茚满基磷氮手性配体在吲哚和烯丙基醚的对映选择性钯催化反应中的应用 **解析**：这是一段化学领域的学术性内容，关键词包括“Spiro Indane-Based Phosphine-Oxazolines”（螺环茚满基磷氮手性配体）、“Enantioselective Pd-Catalyzed Allylic Alkylation”（对映选择性钯催化烯丙基烷基化）、“Indoles”（吲哚）、“Allylic Etherification”（烯丙基醚化）等。在翻译时，需要将这些关键词准确地翻译出来，并根据上下文适当调整语序，使译文流畅自然。
Molecules. 2019 Apr 21;24(8):1575. doi: 10.3390/molecules24081575.
8
Asymmetric palladium-catalyzed umpolung cyclization of allylic acetate-aldehyde using formate as a reductant.以甲酸盐为还原剂的不对称钯催化烯丙基乙酸酯-醛的极性反转环化反应。
Chem Commun (Camb). 2015 May 11;51(38):8027-30. doi: 10.1039/c5cc02176f. Epub 2015 Apr 15.
9
Mechanistic investigation of the palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isocyanates: kinetic studies and origin of the site selectivity in the nucleophilic attack at a (pi-allyl)palladium.钯催化γ-亚甲基-δ-戊内酯与异氰酸酯的脱羧环化反应的机理研究：动力学研究及（π-烯丙基）钯中亲核进攻的位点选择性的起源。
J Am Chem Soc. 2010 Jun 2;132(21):7508-13. doi: 10.1021/ja1023223.
10
Palladium-catalyzed asymmetric cycloadditions of vinylcyclopropanes and in situ formed unsaturated imines: construction of structurally and optically enriched spiroindolenines.钯催化的乙烯基环丙烷与原位生成的不饱和亚胺的不对称环加成反应：结构和光学均富集的螺吲哚啉的构建。
Org Lett. 2015 Jan 2;17(1):150-3. doi: 10.1021/ol503383x. Epub 2014 Dec 19.

引用本文的文献

1
Recent Advances in Palladium-Catalyzed [4 + n] Cycloaddition of Lactones, Benzoxazinanones, Allylic Carbonates, and Vinyloxetanes.钯催化内酯、苯并恶嗪酮、烯丙基碳酸酯和乙烯基环氧乙烷的[4 + n]环加成反应的最新进展。
Top Curr Chem (Cham). 2023 Nov 3;381(6):33. doi: 10.1007/s41061-023-00442-9.