Literature DB >> 12148984

Isotopically chiral probes for in situ high-throughput asymmetric reaction analysis.

Michael A Evans1, James P Morken.   

Abstract

In this work, we disclose a high-throughput screening assay for in situ analysis of enantioselection. The assay makes use of enantioenriched probe substrates that are isotopically chiral by virtue of a 13C isotope label. Upon catalytic asymmetric transformation, the carbon labels in the pseudoenantiomeric reaction products are in alternate diastereotopic environments and therefore lead to unique resonances. Simple integration allows for calculation of conversion and enantioselection.

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Year:  2002        PMID: 12148984     DOI: 10.1021/ja026703t

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  "Cassette" in situ enzymatic screening identifies complementary chiral scaffolds for hydrolytic kinetic resolution across a range of epoxides.

Authors:  Sangeeta Dey; Douglas R Powell; Chunhua Hu; David B Berkowitz
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

2.  An ESI-MS method to determine yield and enantioselectivity in a single assay.

Authors:  Maureen E Smith; Steven A Knolls; MyLe Thompson; Douglas S Masterson
Journal:  J Am Soc Mass Spectrom       Date:  2014-12-16       Impact factor: 3.109

3.  Combinatorial catalysis employing a visible enzymatic beacon in real time: synthetically versatile (pseudo)halometalation/carbocyclizations.

Authors:  Jacob A Friest; Sylvain Broussy; Woo Jin Chung; David B Berkowitz
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-16       Impact factor: 15.336

4.  Discovery, Total Synthesis and Key Structural Elements for the Immunosuppressive Activity of Cocosolide, a Symmetrical Glycosylated Macrolide Dimer from Marine Cyanobacteria.

Authors:  Sarath P Gunasekera; Yang Li; Ranjala Ratnayake; Danmeng Luo; Jeannette Lo; Joseph H Reibenspies; Zhengshuang Xu; Michael J Clare-Salzler; Tao Ye; Valerie J Paul; Hendrik Luesch
Journal:  Chemistry       Date:  2016-05-03       Impact factor: 5.236

5.  Chirality imprinting and direct asymmetric reaction screening using a stereodynamic Brønsted/Lewis acid receptor.

Authors:  Keith W Bentley; Daysi Proano; Christian Wolf
Journal:  Nat Commun       Date:  2016-08-23       Impact factor: 14.919

6.  Miniature high-throughput chemosensing of yield, ee, and absolute configuration from crude reaction mixtures.

Authors:  Keith W Bentley; Peng Zhang; Christian Wolf
Journal:  Sci Adv       Date:  2016-02-12       Impact factor: 14.136

  6 in total

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