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DOI10.1126/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
ISSN0036-8075
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
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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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