利用手性助剂非对映选择性合成(Z)-氟烯烃二肽同位异构体。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-04-09 DOI:10.1039/d5ob00189g

Takuya Kobayakawa , Marisa Arioka , Kenichi Yamamoto , Kohei Tsuji , Hirokazu Tamamura

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引用次数: 0

摘要

建立了一种非立体控制合成(Z)-氟烯烃二肽同位异构体（FADIs）的方法。采用本研究的方法，以Ellman亚胺对应n端氨基酸残基，Oppolzer sultam对应c端氨基酸残基，构建了两个氯烯二肽同位异构体（CADIs）的手性中心，以立体控制的方式获得了具有高非对映选择性的拟二肽。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Diastereoselective synthesis of (Z)-fluoroalkene dipeptide isosteres utilizing chiral auxiliaries†

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Diastereoselective synthesis of (Z)-fluoroalkene dipeptide isosteres utilizing chiral auxiliaries†

An efficient method for diastereo-controlled synthesis of (Z)-fluoroalkene dipeptide isosteres (FADIs) was developed. Two chiral centers were constructed by applying our synthetic methodology for chloroalkene dipeptide isosteres (CADIs) using Ellman's imine for corresponding to the N-terminal amino acid residues and Oppolzer's sultam for corresponding to the C-terminal amino acid residues, affording dipeptidomimetic in a stereocontrolled manner with high diastereoselectivity.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.