从酯中一锅合成缩醛：获得天然香味。

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-07-25 DOI:10.1021/acs.joc.5c01169

Rebeka Ločmele,Anastasija Ture,Zigma̅rs Leitis,Gábor Szilvágyi,József Répási,Gints Smits

{"title":"从酯中一锅合成缩醛：获得天然香味。","authors":"Rebeka Ločmele,Anastasija Ture,Zigma̅rs Leitis,Gábor Szilvágyi,József Répási,Gints Smits","doi":"10.1021/acs.joc.5c01169","DOIUrl":null,"url":null,"abstract":"A one-pot conversion of esters to the corresponding acetals has been developed by coupling catalytic hydrosilylation with the quenching of the reaction mixture with appropriate alcohols or thiols. This transformation is achieved with only 0.1 mol % of SBR12 catalyst, a stoichiometric amount of dimethylchlorosilane, and excess alcohol with yields up to 99%. The method features broad functional group tolerance and enables access to several naturally occurring acetals characterized by floral scents.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"55 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"One-Pot Synthesis of Acetals from Esters: Access to Naturally Occurring Fragrances.\",\"authors\":\"Rebeka Ločmele,Anastasija Ture,Zigma̅rs Leitis,Gábor Szilvágyi,József Répási,Gints Smits\",\"doi\":\"10.1021/acs.joc.5c01169\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A one-pot conversion of esters to the corresponding acetals has been developed by coupling catalytic hydrosilylation with the quenching of the reaction mixture with appropriate alcohols or thiols. This transformation is achieved with only 0.1 mol % of SBR12 catalyst, a stoichiometric amount of dimethylchlorosilane, and excess alcohol with yields up to 99%. The method features broad functional group tolerance and enables access to several naturally occurring acetals characterized by floral scents.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"55 1\",\"pages\":\"\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-07-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.joc.5c01169\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.5c01169","RegionNum":2,"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

摘要

通过硅氢化催化与适当的醇或硫醇猝灭反应混合物的耦合作用，开发了一锅将酯转化为相应的缩醛的方法。这种转化只用0.1 mol %的SBR12催化剂、一定化学计量量的二甲基氯硅烷和过量的酒精就能实现，产率高达99%。该方法具有广泛的官能团耐受性，并且能够获得几种以花香为特征的天然缩醛。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

One-Pot Synthesis of Acetals from Esters: Access to Naturally Occurring Fragrances.

A one-pot conversion of esters to the corresponding acetals has been developed by coupling catalytic hydrosilylation with the quenching of the reaction mixture with appropriate alcohols or thiols. This transformation is achieved with only 0.1 mol % of SBR12 catalyst, a stoichiometric amount of dimethylchlorosilane, and excess alcohol with yields up to 99%. The method features broad functional group tolerance and enables access to several naturally occurring acetals characterized by floral scents.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.