{"title":"Transition metal promoted Brook rearrangement and its related reactions","authors":"Fazhou Yang, Jinbao Wang, Yujie Dong, Nianci Zhang, Cheng Zhang","doi":"10.1016/j.tet.2024.134351","DOIUrl":null,"url":null,"abstract":"<div><div>The Brook Rearrangement holds significant applications in organic synthesis and has been investigated extensively in past decades. Among the various types of Brook rearrangements, catalytic versions have gained increased attention from the chemical community due to their superior control over stereoselectivity and high reaction efficiency. This review provides a comprehensive summary of recent examples of transition metal-promoted Brook rearrangement and related reactions. It encompasses copper-catalyzed migration of a silyl or boryl group, which represents the most intensively studied reactions, along with zinc-promoted reactions and other transition metal-catalyzed reactions. The substrate scope and reaction mechanisms of these examples are meticulously detailed and analyzed.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"168 ","pages":"Article 134351"},"PeriodicalIF":2.1000,"publicationDate":"2024-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024005325","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
The Brook Rearrangement holds significant applications in organic synthesis and has been investigated extensively in past decades. Among the various types of Brook rearrangements, catalytic versions have gained increased attention from the chemical community due to their superior control over stereoselectivity and high reaction efficiency. This review provides a comprehensive summary of recent examples of transition metal-promoted Brook rearrangement and related reactions. It encompasses copper-catalyzed migration of a silyl or boryl group, which represents the most intensively studied reactions, along with zinc-promoted reactions and other transition metal-catalyzed reactions. The substrate scope and reaction mechanisms of these examples are meticulously detailed and analyzed.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.