{"title":"莫里塔-贝利斯-希尔曼碳酸盐与 2,4-二硝基甲苯衍生物的不对称有机催化苄化反应","authors":"Yu-Da Wu, Bo Huang, Yu-Chun Chen, Jeng‐Liang Han","doi":"10.1055/a-2361-0011","DOIUrl":null,"url":null,"abstract":"We here described the organocatalytic asymmetric benzylation of Morita−Baylis−Hillman (MBH) carbonates with 2,4-dinitrotoluene derivatives as nucleophiles. The developed reaction provides a straightforward access to functionalized 2,4-dinitrotoluene derivatives of biological and synthetic relevance. Highly functionalized products have been chemoselectively and efficiently obtained in good to high yield (up to 84%) and with excellent stereoselectivity (up to >20:1 dr, >99 ee).","PeriodicalId":501298,"journal":{"name":"Synthesis","volume":" 7","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-07-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Asymmetric Organocatalytic Benzylation of Morita−Baylis−Hillman Carbonates with 2,4-Dinitrotoluene Derivatives\",\"authors\":\"Yu-Da Wu, Bo Huang, Yu-Chun Chen, Jeng‐Liang Han\",\"doi\":\"10.1055/a-2361-0011\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"We here described the organocatalytic asymmetric benzylation of Morita−Baylis−Hillman (MBH) carbonates with 2,4-dinitrotoluene derivatives as nucleophiles. The developed reaction provides a straightforward access to functionalized 2,4-dinitrotoluene derivatives of biological and synthetic relevance. Highly functionalized products have been chemoselectively and efficiently obtained in good to high yield (up to 84%) and with excellent stereoselectivity (up to >20:1 dr, >99 ee).\",\"PeriodicalId\":501298,\"journal\":{\"name\":\"Synthesis\",\"volume\":\" 7\",\"pages\":\"\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-05\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthesis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1055/a-2361-0011\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2361-0011","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Asymmetric Organocatalytic Benzylation of Morita−Baylis−Hillman Carbonates with 2,4-Dinitrotoluene Derivatives
We here described the organocatalytic asymmetric benzylation of Morita−Baylis−Hillman (MBH) carbonates with 2,4-dinitrotoluene derivatives as nucleophiles. The developed reaction provides a straightforward access to functionalized 2,4-dinitrotoluene derivatives of biological and synthetic relevance. Highly functionalized products have been chemoselectively and efficiently obtained in good to high yield (up to 84%) and with excellent stereoselectivity (up to >20:1 dr, >99 ee).
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