Literature DB >> 15311959

In search of peptide-based catalysts for asymmetric organic synthesis.

Scott J Miller1.   

Abstract

The discovery of short peptide sequences that function as asymmetric catalysts for a variety of reactions is documented. The evolution of the project from an exercise in rational design to an endeavor that combines combinatorial screening with various mechanism-based experiments is presented. The specific development of catalysts for enantioselective acylation, phosphorylation, conjugate addition, and Morita-Baylis-Hillman reactions is described.

Year:  2004        PMID: 15311959     DOI: 10.1021/ar030061c

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  49 in total

1.  Dynamic kinetic resolution of biaryl atropisomers via peptide-catalyzed asymmetric bromination.

Authors:  Jeffrey L Gustafson; Daniel Lim; Scott J Miller
Journal:  Science       Date:  2010-06-04       Impact factor: 47.728

2.  Kinetic resolution of secondary alcohols using amidine-based catalysts.

Authors:  Ximin Li; Hui Jiang; Eric W Uffman; Lei Guo; Yuhua Zhang; Xing Yang; Vladimir B Birman
Journal:  J Org Chem       Date:  2012-02-09       Impact factor: 4.354

Review 3.  A case study in biomimetic total synthesis: polyolefin carbocyclizations to terpenes and steroids.

Authors:  Ryan A Yoder; Jeffrey N Johnston
Journal:  Chem Rev       Date:  2005-12       Impact factor: 60.622

4.  Biomimetic catalysis of intermodular aminoacyl transfer.

Authors:  Keith M Wilcoxen; Luke J Leman; Dana A Weinberger; Zheng-Zheng Huang; M Reza Ghadiri
Journal:  J Am Chem Soc       Date:  2007-01-31       Impact factor: 15.419

5.  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

6.  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

7.  Biomimetic catalysis of diketopiperazine and dipeptide syntheses.

Authors:  Zheng-Zheng Huang; Luke J Leman; M Reza Ghadiri
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

8.  Folded biomimetic oligomers for enantioselective catalysis.

Authors:  Galia Maayan; Michael D Ward; Kent Kirshenbaum
Journal:  Proc Natl Acad Sci U S A       Date:  2009-08-10       Impact factor: 11.205

9.  Parameterization and Analysis of Peptide-Based Catalysts for the Atroposelective Bromination of 3-Arylquinazolin-4(3H)-ones.

Authors:  Jennifer M Crawford; Elizabeth A Stone; Anthony J Metrano; Scott J Miller; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2018-01-10       Impact factor: 15.419

Review 10.  Challenges and breakthroughs in recent research on self-assembly.

Authors:  Katsuhiko Ariga; Jonathan P Hill; Michael V Lee; Ajayan Vinu; Richard Charvet; Somobrata Acharya
Journal:  Sci Technol Adv Mater       Date:  2008-03-13       Impact factor: 8.090

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