GSTDTAP  > 地球科学
DOI10.1126/science.aam7355
Decarboxylative borylation
Li, Chao1; Wang, Jie1; Barton, Lisa M.1; Yu, Shan2; Tian, Maoqun1; Peters, David S.1; Kumar, Manoj2; Yu, Antony W.1; Johnson, Kristen A.2; Chatterjee, Arnab K.2; Yan, Ming1; Baran, Phil S.1
2017-06-09
发表期刊SCIENCE
ISSN0036-8075
EISSN1095-9203
出版年2017
卷号356期号:6342
文章类型Article
语种英语
国家USA
英文摘要

The widespread use of alkyl boronic acids and esters is frequently hampered by the challenges associated with their preparation. We describe a simple and practical method to rapidly access densely functionalized alkyl boronate esters from abundant carboxylic substituents. This broad-scope nickel-catalyzed reaction uses the same activating principle as amide bond formation to replace a carboxylic acid moiety with a boronate ester. Application to peptides allowed expedient preparations of alpha-amino boronic acids, often with high stereoselectivity, thereby facilitating synthesis of the alkyl boronic acid drugs Velcade and Ninlaro as well as a boronic acid version of the iconic antibiotic vancomycin. The reaction also enabled the discovery and extensive biological characterization of potent human neutrophil elastase inhibitors, which offer reversible covalent binding properties.


领域地球科学 ; 气候变化 ; 资源环境
收录类别SCI-E
WOS记录号WOS:000402871700046
WOS关键词REDOX-ACTIVE ESTERS ; TRIFLUOROMETHYL KETONE INHIBITORS ; IRON-CATALYZED BORYLATION ; HUMAN NEUTROPHIL ELASTASE ; NONPEPTIDIC INHIBITORS ; BIOLOGICAL-ACTIVITY ; COUPLING REACTIONS ; BORONIC ACIDS ; ALKYL ; HALIDES
WOS类目Multidisciplinary Sciences
WOS研究方向Science & Technology - Other Topics
URL查看原文
引用统计
文献类型期刊论文
条目标识符http://119.78.100.173/C666/handle/2XK7JSWQ/196210
专题地球科学
资源环境科学
气候变化
作者单位1.Scripps Res Inst TSRI, Dept Chem, La Jolla, CA 92037 USA;
2.Calibr, 11119 North Torrey Pines Rd,Suite 100, San Diego, CA 92037 USA
推荐引用方式
GB/T 7714
Li, Chao,Wang, Jie,Barton, Lisa M.,et al. Decarboxylative borylation[J]. SCIENCE,2017,356(6342).
APA Li, Chao.,Wang, Jie.,Barton, Lisa M..,Yu, Shan.,Tian, Maoqun.,...&Baran, Phil S..(2017).Decarboxylative borylation.SCIENCE,356(6342).
MLA Li, Chao,et al."Decarboxylative borylation".SCIENCE 356.6342(2017).
条目包含的文件
条目无相关文件。
个性服务
推荐该条目
保存到收藏夹
查看访问统计
导出为Endnote文件
谷歌学术
谷歌学术中相似的文章
[Li, Chao]的文章
[Wang, Jie]的文章
[Barton, Lisa M.]的文章
百度学术
百度学术中相似的文章
[Li, Chao]的文章
[Wang, Jie]的文章
[Barton, Lisa M.]的文章
必应学术
必应学术中相似的文章
[Li, Chao]的文章
[Wang, Jie]的文章
[Barton, Lisa M.]的文章
相关权益政策
暂无数据
收藏/分享
所有评论 (0)
暂无评论
 

除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。