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DOI | 10.1126/science.aaz3855 |
Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles | |
Huo H.; Gorsline B.J.; Fu G.C. | |
发表日期 | 2020 |
ISSN | 0036-8075 |
起始页码 | 559 |
结束页码 | 564 |
卷号 | 367期号:6477 |
英文摘要 | Stereochemical control in the construction of carbon-carbon bonds between an alkyl electrophile and an alkyl nucleophile is a persistent challenge in organic synthesis. Classical substitution reactions via SN1 and SN2 pathways are limited in their ability to generate carbon-carbon bonds (inadequate scope, due to side reactions such as rearrangements and eliminations) and to control stereochemistry when beginning with readily available racemic starting materials (racemic products). Here, we report a chiral nickel catalyst that couples racemic electrophiles (propargylic halides) with racemic nucleophiles (b-zincated amides) to form carbon-carbon bonds in doubly stereoconvergent processes, affording a single stereoisomer of the product from two stereochemical mixtures of reactants. © 2020 American Association for the Advancement of Science. All rights reserved. |
关键词 | alkyl groupcarbonelectrophilehalidenickelnucleophilecatalysiscatalystchemical compoundnickelArticlecatalystchemical bondchiralityorganic chemistrypriority journalstereochemistrystereoconvergencestereoisomerism |
语种 | 英语 |
来源机构 | Science |
文献类型 | 期刊论文 |
条目标识符 | http://gcip.llas.ac.cn/handle/2XKMVOVA/133752 |
推荐引用方式 GB/T 7714 | Huo H.,Gorsline B.J.,Fu G.C.. Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles[J]. Science,2020,367(6477). |
APA | Huo H.,Gorsline B.J.,&Fu G.C..(2020).Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles.,367(6477). |
MLA | Huo H.,et al."Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles".367.6477(2020). |
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