{"title":"Diastereoselective Synthesis of Meso-1,2-Diarylethane-1,2-Diamines Via Sodium Reduction of Imidazolines","authors":"Daniil R. Bazanov, Natalia A. Lozinskaya","doi":"10.1002/ajoc.202400305","DOIUrl":null,"url":null,"abstract":"<p>A facile method for the preparation of meso-1,2-diarylethane-1,2-diamines from aromatic aldehydes is disclosed. The stereoselectivity of the protocol is based on the disrotatory electrocyclic ring closure of readily generated diazopentadienes, followed by a SET reduction of the imidazoline fragment by sodium. The method is readily scalable to multi-gram quantities and a wide range of alkoxy and alkyl-phenyl substituents can be synthesized.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":""},"PeriodicalIF":2.8000,"publicationDate":"2024-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/ajoc.202400305","RegionNum":4,"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
Abstract
A facile method for the preparation of meso-1,2-diarylethane-1,2-diamines from aromatic aldehydes is disclosed. The stereoselectivity of the protocol is based on the disrotatory electrocyclic ring closure of readily generated diazopentadienes, followed by a SET reduction of the imidazoline fragment by sodium. The method is readily scalable to multi-gram quantities and a wide range of alkoxy and alkyl-phenyl substituents can be synthesized.
期刊介绍：
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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