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Access to α,α-Difluoro-γ-amino Acids by Nickel-Catalyzed Reductive Aryldifluoroacetylation of N-Vinylacetamide
Synlett ( IF 2 ) Pub Date : 2020-11-02 , DOI: 10.1055/s-0040-1706553
Xingang Zhang 1, 2 , Qing-Wei Zhao 1 , Zhi-Fang Yang 2 , Xia-Ping Fu 2
Affiliation  

A nickel-catalyzed reductive aryldifluoroacetylation of N-vinylacetamide with ethyl chloro(difluoro)acetate and aryl iodides is described. This chelating amide carbonyl group-assisted strategy provides rapid access to a variety of protected α,α-difluoro-γ-amino acids that might have potential applications in peptide chemistry and protein engineering. An advantage of this method is its synthetic simplicity, with no preparation of organometallic reagents.

中文翻译:

通过镍催化还原芳基二氟乙酰化 N-乙烯基乙酰胺获得 α,α-二氟-γ-氨基酸

描述了镍催化的 N-乙烯基乙酰胺与氯(二氟)乙酸乙酯和芳基碘化物的还原芳基二氟乙酰化反应。这种螯合酰胺羰基辅助策略可以快速获取各种受保护的 α,α-二氟-γ-氨基酸,这些氨基酸可能在肽化学和蛋白质工程中具有潜在应用。这种方法的一个优点是其合成简单,无需制备有机金属试剂。
更新日期:2020-11-02
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