“γ -支化烯丙胺的不对称氢化以高效合成γ -致氮胺”的决议书

IF 2.6 Q2 MULTIDISCIPLINARY SCIENCES
Jian Zhang, Tiantian Chen, Yuanhao Wang, F. Zhou, Zhenfeng Zhang, I. Gridnev, Wanbin Zhang
{"title":"“γ -支化烯丙胺的不对称氢化以高效合成γ -致氮胺”的决议书","authors":"Jian Zhang, Tiantian Chen, Yuanhao Wang, F. Zhou, Zhenfeng Zhang, I. Gridnev, Wanbin Zhang","doi":"10.1002/ntls.10021/v1/decision1","DOIUrl":null,"url":null,"abstract":"The efficient construction of γ-chirogenic amines has been realized via\nasymmetric hydrogenation of γ-branched N-phthaloyl allylamines by using\na bisphosphine-Rh catalyst bearing a large bite angle. The desired\nproducts possessing different types of γ-substituents were obtained in\nquantitative yields and with excellent enantioselectivities (up to\n>99.9% ee). This protocol provided a practical method for\nthe preparation of γ-chirogenic amine derivatives such as the famous\nantidepressant drug Fluoxetine (up to 50000 S/C). The mechanism\ncalculation shows a weak interaction-promoted activation mode which is\ncompletely different from the traditional coordination-promoted\nactivation mode in the Rh-catalyzed hydrogenation.","PeriodicalId":74244,"journal":{"name":"Natural sciences (Weinheim, Germany)","volume":"52 9 1","pages":""},"PeriodicalIF":2.6000,"publicationDate":"2021-06-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"5","resultStr":"{\"title\":\"Decision letter for \\\"Asymmetric hydrogenation of γ ‐branched allylamines for the efficient synthesis of γ ‐chirogenic amines\\\"\",\"authors\":\"Jian Zhang, Tiantian Chen, Yuanhao Wang, F. Zhou, Zhenfeng Zhang, I. Gridnev, Wanbin Zhang\",\"doi\":\"10.1002/ntls.10021/v1/decision1\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The efficient construction of γ-chirogenic amines has been realized via\\nasymmetric hydrogenation of γ-branched N-phthaloyl allylamines by using\\na bisphosphine-Rh catalyst bearing a large bite angle. The desired\\nproducts possessing different types of γ-substituents were obtained in\\nquantitative yields and with excellent enantioselectivities (up to\\n>99.9% ee). This protocol provided a practical method for\\nthe preparation of γ-chirogenic amine derivatives such as the famous\\nantidepressant drug Fluoxetine (up to 50000 S/C). The mechanism\\ncalculation shows a weak interaction-promoted activation mode which is\\ncompletely different from the traditional coordination-promoted\\nactivation mode in the Rh-catalyzed hydrogenation.\",\"PeriodicalId\":74244,\"journal\":{\"name\":\"Natural sciences (Weinheim, Germany)\",\"volume\":\"52 9 1\",\"pages\":\"\"},\"PeriodicalIF\":2.6000,\"publicationDate\":\"2021-06-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"5\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Natural sciences (Weinheim, Germany)\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1002/ntls.10021/v1/decision1\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"MULTIDISCIPLINARY SCIENCES\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural sciences (Weinheim, Germany)","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1002/ntls.10021/v1/decision1","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"MULTIDISCIPLINARY SCIENCES","Score":null,"Total":0}
引用次数: 5

摘要

采用大咬角双膦- rh催化剂,通过对γ-支化n -邻苯二甲酰烯丙胺进行不对称加氢,实现了γ-氨基基胺的高效构建。具有不同类型γ-取代基的理想产物具有不定量收率和优异的对映选择性(高达>99.9% ee)。该方案为γ-氨基衍生物的制备提供了一种实用的方法,如著名的抗抑郁药物氟西汀(高达50000 S/C)。机理计算表明,在铑催化氢化反应中存在弱相互作用促进活化模式,这与传统的配位促进活化模式完全不同。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Decision letter for "Asymmetric hydrogenation of γ ‐branched allylamines for the efficient synthesis of γ ‐chirogenic amines"
The efficient construction of γ-chirogenic amines has been realized via asymmetric hydrogenation of γ-branched N-phthaloyl allylamines by using a bisphosphine-Rh catalyst bearing a large bite angle. The desired products possessing different types of γ-substituents were obtained in quantitative yields and with excellent enantioselectivities (up to >99.9% ee). This protocol provided a practical method for the preparation of γ-chirogenic amine derivatives such as the famous antidepressant drug Fluoxetine (up to 50000 S/C). The mechanism calculation shows a weak interaction-promoted activation mode which is completely different from the traditional coordination-promoted activation mode in the Rh-catalyzed hydrogenation.
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
自引率
0.00%
发文量
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信