{"title":"Ugi反应产物中α -单取代α -氨基酸衍生物的立体控制合成","authors":"Shuntaro Tsukamoto, Yuki Suzuki, Masato Oikawa","doi":"10.1016/j.tetlet.2025.155488","DOIUrl":null,"url":null,"abstract":"<div><div>We report herein an unprecedented concept for an enantiospecific synthetic strategy for α–amino acid derivatives starting from Ugi four-component coupling reaction employing chiral amine, via a chiral morpholinone intermediate. This concept was proven by the successful synthesis of (<em>S</em>)–<em>N</em>–Ac–<em>tert</em>–leucine.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"157 ","pages":"Article 155488"},"PeriodicalIF":1.5000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Stereocontrolled synthesis of an α–monosubstituted α–amino acid derivative from a Ugi reaction product\",\"authors\":\"Shuntaro Tsukamoto, Yuki Suzuki, Masato Oikawa\",\"doi\":\"10.1016/j.tetlet.2025.155488\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>We report herein an unprecedented concept for an enantiospecific synthetic strategy for α–amino acid derivatives starting from Ugi four-component coupling reaction employing chiral amine, via a chiral morpholinone intermediate. This concept was proven by the successful synthesis of (<em>S</em>)–<em>N</em>–Ac–<em>tert</em>–leucine.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"157 \",\"pages\":\"Article 155488\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-02-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925000371\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/27 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925000371","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/27 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
摘要
我们在此报告了一个前所未有的概念，即从使用手性胺的Ugi四组分偶联反应开始，通过手性morpholinone中间体合成α -氨基酸衍生物的对映体特异性合成策略。这一概念被(S) - n - ac -叔亮氨酸的成功合成所证实。
Stereocontrolled synthesis of an α–monosubstituted α–amino acid derivative from a Ugi reaction product
We report herein an unprecedented concept for an enantiospecific synthetic strategy for α–amino acid derivatives starting from Ugi four-component coupling reaction employing chiral amine, via a chiral morpholinone intermediate. This concept was proven by the successful synthesis of (S)–N–Ac–tert–leucine.
期刊介绍：
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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