Literature DB >> 16167327

Oligopeptides as catalysts for asymmetric epoxidation.

David R Kelly1, Stanley M Roberts.   

Abstract

Oligopeptides are versatile catalysts for the enantioselective epoxidation of electron deficient alkenes, (e.g. alpha,beta-unsaturated ketones) with alkaline hydrogen peroxide. This review describes optimisation of the catalyst, substrate range, synthetic applications of the products and rationalisation of the stereoselectivity by an active site model. Copyright 2005 Wiley Periodicals, Inc.

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Year:  2006        PMID： 16167327     DOI： 10.1002/bip.20373

Source DB:  PubMed          Journal:  Biopolymers        ISSN： 0006-3525            Impact factor:   2.505


  9 in total

1.  A peptide-embedded trifluoromethyl ketone catalyst for enantioselective epoxidation.

Authors:  David K Romney; Scott J Miller
Journal:  Org Lett       Date:  2012-02-08       Impact factor: 6.005

2.  Aspartate-catalyzed asymmetric epoxidation reactions.

Authors:  Gorka Peris; Charles E Jakobsche; Scott J Miller
Journal:  J Am Chem Soc       Date:  2007-06-26       Impact factor: 15.419

3.  Functional analysis of an aspartate-based epoxidation catalyst with amide-to-alkene peptidomimetic catalyst analogues.

Authors:  Charles E Jakobsche; Gorka Peris; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  One-bead-one-catalyst approach to aspartic acid-based oxidation catalyst discovery.

Authors:  Phillip A Lichtor; Scott J Miller
Journal:  ACS Comb Sci       Date:  2011-04-06       Impact factor: 3.784

5.  Chemoselective and enantioselective oxidation of indoles employing aspartyl peptide catalysts.

Authors:  Filip Kolundzic; Mohammad N Noshi; Meiliana Tjandra; Mohammad Movassaghi; Scott J Miller
Journal:  J Am Chem Soc       Date:  2011-05-23       Impact factor: 15.419

6.  A diacetate ketone-catalyzed asymmetric epoxidation of olefins.

Authors:  Bin Wang; Xin-Yan Wu; O Andrea Wong; Brian Nettles; Mei-Xin Zhao; Dajun Chen; Yian Shi
Journal:  J Org Chem       Date:  2009-05-15       Impact factor: 4.354

7.  Isotope effects and the mechanism of epoxidation of cyclohexenone with tert-butyl hydroperoxide.

Authors:  Chad F Christian; Tetsuya Takeya; Michael J Szymanski; Daniel A Singleton
Journal:  J Org Chem       Date:  2007-07-03       Impact factor: 4.354

8.  New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes.

Authors:  Rajkumar Thiyagarajan; Zubeda Begum; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano
Journal:  RSC Adv       Date:  2021-12-06       Impact factor: 4.036

9.  Highly Enantioselective Epoxidation of α,β-Unsaturated Ketones Using Amide-Based Cinchona Alkaloids as Hybrid Phase-Transfer Catalysts.

Authors:  Maciej Majdecki; Agata Tyszka-Gumkowska; Janusz Jurczak
Journal:  Org Lett       Date:  2020-10-28       Impact factor: 6.005
  9 in total

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