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2-Nitro-cyclopropyl-1-carbonyl Compounds from Unsaturated Carbonyl Compounds and Nitromethane via Enolonium Species
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-02-07 , DOI: 10.1021/acs.joc.2c02125 Asit Ghosh 1 , Yuriy B Lipisa 1 , Natalia Fridman 2 , Alex M Szpilman 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-02-07 , DOI: 10.1021/acs.joc.2c02125 Asit Ghosh 1 , Yuriy B Lipisa 1 , Natalia Fridman 2 , Alex M Szpilman 1
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2-Nitrocyclopropanes bearing ketones, amides, esters, and carboxylic acids in the 1 position may be accessed as single diastereoisomers in one operation from the corresponding unsaturated carbonyl compounds. The source of the nitro-methylene component is nitromethane. The reaction proceeds at room temperature under mild conditions. The products may be converted into, e.g., cyclopropyl-amino acids in a single step. Both nitrocyclopropanes and amino-cyclopropanes are unique moieties found in biologically active compounds and natural products.
中文翻译:
来自不饱和羰基化合物和硝基甲烷的 2-硝基-环丙基-1-羰基化合物
在 1 位带有酮、酰胺、酯和羧酸的 2-硝基环丙烷可以在一次操作中从相应的不饱和羰基化合物中作为单一非对映异构体获得。硝基亚甲基组分的来源是硝基甲烷。反应在室温和温和条件下进行。产物可以一步转化为例如环丙基-氨基酸。硝基环丙烷和氨基环丙烷都是在生物活性化合物和天然产物中发现的独特部分。
更新日期:2023-02-07
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
来自不饱和羰基化合物和硝基甲烷的 2-硝基-环丙基-1-羰基化合物
在 1 位带有酮、酰胺、酯和羧酸的 2-硝基环丙烷可以在一次操作中从相应的不饱和羰基化合物中作为单一非对映异构体获得。硝基亚甲基组分的来源是硝基甲烷。反应在室温和温和条件下进行。产物可以一步转化为例如环丙基-氨基酸。硝基环丙烷和氨基环丙烷都是在生物活性化合物和天然产物中发现的独特部分。