Peptide Modifications: Versatile Tools in Peptide and Natural Product Syntheses,Synlett

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Peptide Modifications: Versatile Tools in Peptide and Natural Product Syntheses
Synlett ( IF 1.7 ) Pub Date : 2019-04-02 , DOI: 10.1055/s-0037-1612417
Phil Servatius , Lukas Junk , Uli Kazmaier ₁

Affiliation

Peptide modifications via C–C bond formation have emerged as valuable tools for the preparation and alteration of non-proteinogenic amino acids and the corresponding peptides. Modification of glycine subunits in peptides allows for the incorporation of unusual side chains, often in a highly stereoselective manner, orchestrated by the chiral peptide backbone. Moreover, modifications of peptides are not limited to the peptidic backbone. Many side-chain modifications, not only by variation of existing functional groups, but also by C–H functionalization, have been developed over the past decade. This account highlights the synthetic contributions made by our group and others to the field of peptide modifications and their application in natural product syntheses. 1 Introduction 2 Peptide Backbone Modifications via Peptide Enolates 2.1 Chelate Enolate Claisen Rearrangements 2.2 Allylic Alkylations 2.3 Miscellaneous Modifications 3 Side-Chain Modifications 3.1 C–H Activation 3.1.1 Functionalization via Csp3–H Bond Activation 3.2.2 Functionalization via Csp2–H Bond Activation 3.2 On Peptide Tryptophan Syntheses 4 Conclusion

中文翻译：

肽修饰：肽和天然产物合成中的多功能工具

通过 C-C 键形成进行的肽修饰已成为制备和改变非蛋白氨基酸和相应肽的重要工具。肽中甘氨酸亚基的修饰允许加入不寻常的侧链，通常以高度立体选择性的方式，由手性肽主链协调。此外，肽的修饰不限于肽主链。在过去的十年中，不仅通过现有官能团的变化，而且通过 C-H 官能化，已经开发了许多侧链修饰。该帐户突出了我们小组和其他人对肽修饰领域及其在天然产物合成中的应用的合成贡献。1 介绍 2 通过肽烯醇化物进行的肽骨架修饰 2。

更新日期：2019-04-02

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