{"title":"具有1,2-硫醚醇基外环取代基的手性P*, s双齿二磷酯在不对称pd催化反应中的应用","authors":"I.D. Firsin , I.V. Chuchelkin , V.K. Gavrilov , V.M. Trunina , V.S. Zimarev , S.V. Zheglov , K.N. Gavrilov , N.S. Goulioukina","doi":"10.1080/10426507.2021.1989691","DOIUrl":null,"url":null,"abstract":"<div><p>Chiral <em>P</em>*,<em>S</em>-diamidophosphites with a 1,3,2-diazaphospholidine core and exocyclic 1,2-hydroxyl-thioether fragments were prepared. These asymmetric inducers provided up to 86% <em>ee</em> in the Pd-catalyzed allylic substitution of (<em>E</em>)-1,3-diphenylallyl acetate with dimethyl malonate and pyrrolidine, and up to 76% in the Pd-mediated allylic alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate.</p><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (99KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"197 5","pages":"Pages 518-519"},"PeriodicalIF":1.6000,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Chiral P*,S-bidentate diamidophosphites with 1,2-thioether alcohol–based exocyclic substituents in asymmetric Pd-catalyzed reactions\",\"authors\":\"I.D. Firsin , I.V. Chuchelkin , V.K. Gavrilov , V.M. Trunina , V.S. Zimarev , S.V. Zheglov , K.N. Gavrilov , N.S. Goulioukina\",\"doi\":\"10.1080/10426507.2021.1989691\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Chiral <em>P</em>*,<em>S</em>-diamidophosphites with a 1,3,2-diazaphospholidine core and exocyclic 1,2-hydroxyl-thioether fragments were prepared. These asymmetric inducers provided up to 86% <em>ee</em> in the Pd-catalyzed allylic substitution of (<em>E</em>)-1,3-diphenylallyl acetate with dimethyl malonate and pyrrolidine, and up to 76% in the Pd-mediated allylic alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate.</p><p><span><figure><span><img><ol><li><span>Download : <span>Download high-res image (99KB)</span></span></li><li><span>Download : <span>Download full-size image</span></span></li></ol></span></figure></span></p></div>\",\"PeriodicalId\":20056,\"journal\":{\"name\":\"Phosphorus, Sulfur, and Silicon and the Related Elements\",\"volume\":\"197 5\",\"pages\":\"Pages 518-519\"},\"PeriodicalIF\":1.6000,\"publicationDate\":\"2022-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phosphorus, Sulfur, and Silicon and the Related Elements\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1042650722011261\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2022/6/22 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phosphorus, Sulfur, and Silicon and the Related Elements","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1042650722011261","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2022/6/22 0:00:00","PubModel":"Epub","JCR":"Q4","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 1
摘要
摘要制备了具有1,3,2-二氮磷核和1,2-羟基硫醚外环片段的手性P*, s -二磷酯。这些不对称诱导剂在pd催化(E)-1,3-二苯丙烯酯与丙二酸二甲酯和吡咯烷的烯丙基取代中提供高达86%的ee,在pd介导的肉桂酯与2-氧环己烷-1-羧酸乙酯的烯丙基烷基化中提供高达76%的ee。图形抽象
Chiral P*,S-bidentate diamidophosphites with 1,2-thioether alcohol–based exocyclic substituents in asymmetric Pd-catalyzed reactions
Chiral P*,S-diamidophosphites with a 1,3,2-diazaphospholidine core and exocyclic 1,2-hydroxyl-thioether fragments were prepared. These asymmetric inducers provided up to 86% ee in the Pd-catalyzed allylic substitution of (E)-1,3-diphenylallyl acetate with dimethyl malonate and pyrrolidine, and up to 76% in the Pd-mediated allylic alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate.
期刊介绍:
Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.