Literature DB >> 26521847

SAMDI Mass Spectrometry-Enabled High-Throughput Optimization of a Traceless Petasis Reaction.

Abdallah B Diagne1, Shuheng Li1, Gregory A Perkowski1, Milan Mrksich1, Regan J Thomson1.   

Abstract

Development of the self-assembled monolayer/MALDI mass spectrometry (SAMDI) platform to enable a high-throughput optimization of a traceless Petasis reaction is described. More than 1800 unique reactions were conducted simultaneously on an array of self-assembled monolayers of alkanethiolates on gold to arrive at optimized conditions, which were then successfully transferred to the solution phase. The utility of this reaction was validated by the efficient synthesis of a variety of di- and trisubstituted allenes.

Entities:  

Keywords:  allenes; high-throughput experimentation; mass spectrometry; reaction optimization; self-assembled monolayers

Mesh:

Substances:

Year:  2015        PMID: 26521847     DOI: 10.1021/acscombsci.5b00131

Source DB:  PubMed          Journal:  ACS Comb Sci        ISSN: 2156-8944            Impact factor:   3.784


  6 in total

1.  Label-Free Assay of Protein Tyrosine Phosphatase Activity in Single Cells.

Authors:  Elamar Hakim Moully; Eric J Berns; Milan Mrksich
Journal:  Anal Chem       Date:  2019-09-26       Impact factor: 6.986

2.  High-throughput photocapture approach for reaction discovery.

Authors:  Alison A Bayly; Benjamin R McDonald; Milan Mrksich; Karl A Scheidt
Journal:  Proc Natl Acad Sci U S A       Date:  2020-06-01       Impact factor: 11.205

3.  Enantioselective Synthesis of Allenes by Catalytic Traceless Petasis Reactions.

Authors:  Yao Jiang; Abdallah B Diagne; Regan J Thomson; Scott E Schaus
Journal:  J Am Chem Soc       Date:  2017-01-25       Impact factor: 15.419

4.  Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes.

Authors:  Yao Jiang; Regan J Thomson; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-04       Impact factor: 15.336

5.  Optimization of 18 F-syntheses using 19 F-reagents at tracer-level concentrations and liquid chromatography/tandem mass spectrometry analysis: Improved synthesis of [18 F]MDL100907.

Authors:  Xiang Zhang; Ryan Dunlow; Burchelle N Blackman; Rolf E Swenson
Journal:  J Labelled Comp Radiopharm       Date:  2018-04-17       Impact factor: 1.921

6.  Reactivity and Synthetic Applications of Multicomponent Petasis Reactions.

Authors:  Peng Wu; Michael Givskov; Thomas E Nielsen
Journal:  Chem Rev       Date:  2019-08-27       Impact factor: 60.622

  6 in total

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