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将肽等排体引入对映选择性肽基催化剂作为机理探针。

Incorporation of Peptide Isosteres into Enantioselective Peptide-Based Catalysts as Mechanistic Probes.

作者信息

Vasbinder Melissa M, Jarvo Elizabeth R, Miller Scott J

机构信息

Department of Chemistry, Boston College Chestnut Hill, MA 02467-3860 (USA) Fax: (+1) 617-552-3620.

出版信息

Angew Chem Int Ed Engl. 2001 Aug 3;40(15):2824-2827. doi: 10.1002/1521-3773(20010803)40:15<2824::AID-ANIE2824>3.0.CO;2-J.

DOI:10.1002/1521-3773(20010803)40:15<2824::AID-ANIE2824>3.0.CO;2-J
PMID:29711981
Abstract

Olefinic analogues of effective peptide-based catalysts for the kinetic resolution of functionalized racemic secondary alcohols have been synthesized. The isosteric replacement of the peptide amide bond in 1 with an (E)-alkene to form 2 has enabled the evaluation of the kinetic role of particular amides within these catalysts.

摘要

已合成用于官能化外消旋仲醇动力学拆分的有效肽基催化剂的烯烃类似物。用(E)-烯烃对1中的肽酰胺键进行等排取代以形成2,从而能够评估这些催化剂中特定酰胺的动力学作用。

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引用本文的文献

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Chem Rev. 2020 Oct 28;120(20):11479-11615. doi: 10.1021/acs.chemrev.0c00523. Epub 2020 Sep 24.
2
Mini-ISES identifies promising carbafructopyranose-based salens for asymmetric catalysis: Tuning ligand shape via the anomeric effect.小型ISES鉴定出有前景的用于不对称催化的基于碳果糖吡喃糖的双水杨醛缩乙二胺:通过端基异构效应调节配体形状。
Sci Adv. 2015 Jul;1(6). doi: 10.1126/sciadv.1500066. Epub 2015 Jul 10.
3
A combination of directing groups and chiral anion phase-transfer catalysis for enantioselective fluorination of alkenes.
通过导向基团和手性阴离子相转移催化相结合实现烯烃的对映选择性氟化。
Proc Natl Acad Sci U S A. 2013 Aug 20;110(34):13729-33. doi: 10.1073/pnas.1304346110. Epub 2013 Aug 6.