{"title":"镍催化的不对称还原1,4-和1,5-二碳官能化†","authors":"Yutong Xiang, Chang Zhang, Chuan Wang","doi":"10.1002/cjoc.202500074","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>Herein, we present the first examples of asymmetric reductive 1,4-dicarbofunctionalization of 1,3-dienes and 1,5-dicarbofunctionalization of vinylcyclopropanes, which proceed under the catalysis of a chiral nickel/bis-imidazoline complex using alkyl halides and aryl iodides or alkenyl bromides as the electrophilic coupling partners. In these highly enantioselective transformations operating in a radical relay mechanism, the C(sp<sup>3</sup>)- and C(sp<sup>2</sup>)-type carbo-moieties are respectively installed on the terminal and internal position with a newly formed olefinic unit in high <i>E</i>-selectivity.</p>\n <p></p>\n </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 11","pages":"1271-1278"},"PeriodicalIF":5.5000,"publicationDate":"2025-03-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Nickel-Catalyzed Asymmetric Reductive 1,4- and 1,5-Dicarbofunctionalization†\",\"authors\":\"Yutong Xiang, Chang Zhang, Chuan Wang\",\"doi\":\"10.1002/cjoc.202500074\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div>\\n \\n <p>Herein, we present the first examples of asymmetric reductive 1,4-dicarbofunctionalization of 1,3-dienes and 1,5-dicarbofunctionalization of vinylcyclopropanes, which proceed under the catalysis of a chiral nickel/bis-imidazoline complex using alkyl halides and aryl iodides or alkenyl bromides as the electrophilic coupling partners. In these highly enantioselective transformations operating in a radical relay mechanism, the C(sp<sup>3</sup>)- and C(sp<sup>2</sup>)-type carbo-moieties are respectively installed on the terminal and internal position with a newly formed olefinic unit in high <i>E</i>-selectivity.</p>\\n <p></p>\\n </div>\",\"PeriodicalId\":151,\"journal\":{\"name\":\"Chinese Journal of Chemistry\",\"volume\":\"43 11\",\"pages\":\"1271-1278\"},\"PeriodicalIF\":5.5000,\"publicationDate\":\"2025-03-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chinese Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/cjoc.202500074\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/cjoc.202500074","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Nickel-Catalyzed Asymmetric Reductive 1,4- and 1,5-Dicarbofunctionalization†
Herein, we present the first examples of asymmetric reductive 1,4-dicarbofunctionalization of 1,3-dienes and 1,5-dicarbofunctionalization of vinylcyclopropanes, which proceed under the catalysis of a chiral nickel/bis-imidazoline complex using alkyl halides and aryl iodides or alkenyl bromides as the electrophilic coupling partners. In these highly enantioselective transformations operating in a radical relay mechanism, the C(sp3)- and C(sp2)-type carbo-moieties are respectively installed on the terminal and internal position with a newly formed olefinic unit in high E-selectivity.
期刊介绍:
The Chinese Journal of Chemistry is an international forum for peer-reviewed original research results in all fields of chemistry. Founded in 1983 under the name Acta Chimica Sinica English Edition and renamed in 1990 as Chinese Journal of Chemistry, the journal publishes a stimulating mixture of Accounts, Full Papers, Notes and Communications in English.