金催化邻-1,6-炔基苯甲醛与氧杂桥式多环的区域和非对映选择性 [3 + 2] 环加成/未活化 C(sp3)-H 键插入反应

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-04 DOI:10.1021/acs.orglett.5c00891

Rui Hu, Xiaowen Ji, Yongsheng Zhang, Philip Wai Hong Chan, Weidong Rao

{"title":"金催化邻-1,6-炔基苯甲醛与氧杂桥式多环的区域和非对映选择性 [3 + 2] 环加成/未活化 C(sp3)-H 键插入反应","authors":"Rui Hu, Xiaowen Ji, Yongsheng Zhang, Philip Wai Hong Chan, Weidong Rao","doi":"10.1021/acs.orglett.5c00891","DOIUrl":null,"url":null,"abstract":"An efficient and expeditious method to assemble oxa-bridged polycycles bearing up to six contiguous stereocenters from a gold(I)-catalyzed [3 + 2] cycloaddition/unactivated C(sp3)–H bond insertion cascade of o-1,6-enynyl benzaldehydes at a low catalyst loading of 2 mol % is described.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"34 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Gold-Catalyzed Regio- and Diastereoselective [3 + 2] Cycloaddition/Unactivated C(sp3)–H Bond Insertion of o-1,6-Enynyl Benzaldehydes to Oxa-Bridged Polycycles\",\"authors\":\"Rui Hu, Xiaowen Ji, Yongsheng Zhang, Philip Wai Hong Chan, Weidong Rao\",\"doi\":\"10.1021/acs.orglett.5c00891\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"An efficient and expeditious method to assemble oxa-bridged polycycles bearing up to six contiguous stereocenters from a gold(I)-catalyzed [3 + 2] cycloaddition/unactivated C(sp3)–H bond insertion cascade of o-1,6-enynyl benzaldehydes at a low catalyst loading of 2 mol % is described.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"34 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-04-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.5c00891\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00891","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

本文描述了一种高效、快速的方法，通过金(I)催化的[3 + 2]环加成/未活化的C(sp3) -H键插入级联，在2摩尔%的低催化剂负载下，组装具有6个连续立体中心的氧桥多环。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Gold-Catalyzed Regio- and Diastereoselective [3 + 2] Cycloaddition/Unactivated C(sp3)–H Bond Insertion of o-1,6-Enynyl Benzaldehydes to Oxa-Bridged Polycycles

查看原文本刊更多论文

Gold-Catalyzed Regio- and Diastereoselective [3 + 2] Cycloaddition/Unactivated C(sp3)–H Bond Insertion of o-1,6-Enynyl Benzaldehydes to Oxa-Bridged Polycycles

An efficient and expeditious method to assemble oxa-bridged polycycles bearing up to six contiguous stereocenters from a gold(I)-catalyzed [3 + 2] cycloaddition/unactivated C(sp³)–H bond insertion cascade of o-1,6-enynyl benzaldehydes at a low catalyst loading of 2 mol % is described.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.