{"title":"Asymmetric aza-Henry reaction of BOC-protected imines with zinc-FAM catalyst","authors":"Nurzhan Beksultanova , Özdemir Doğan","doi":"10.1080/00397911.2024.2303054","DOIUrl":null,"url":null,"abstract":"<div><p>Derivatives of ferrocenyl-substituted aziridinyl methanol (<strong>FAM</strong>) ligands were used with zinc metal for asymmetric aza-Henry (nitro-aldol) reaction of <em>N</em>-Boc protected imines with nitroalkanes. At optimized reaction conditions Zn-<strong>PFAM1</strong> catalyst system with a variety of aromatic imines provided products in up to 77% ee and 88% yield. In addition, the reaction of <em>N</em>-Boc substituted imines with nitroethane also proceeded smoothly with moderate enantioselectivities and diastereoselectivities.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":null,"pages":null},"PeriodicalIF":1.8000,"publicationDate":"2024-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791124000018","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Derivatives of ferrocenyl-substituted aziridinyl methanol (FAM) ligands were used with zinc metal for asymmetric aza-Henry (nitro-aldol) reaction of N-Boc protected imines with nitroalkanes. At optimized reaction conditions Zn-PFAM1 catalyst system with a variety of aromatic imines provided products in up to 77% ee and 88% yield. In addition, the reaction of N-Boc substituted imines with nitroethane also proceeded smoothly with moderate enantioselectivities and diastereoselectivities.
期刊介绍：
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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