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Journal of Flow Chemistry
Authors: Mariëlle M.E. Delville, Jasper J.F. van Gool, Ivo M. van Wijk, Jan C.M. van Hest and Floris P.J.T. Rutjes

Abstract

Cyanohydrins are synthetically versatile chiral building blocks in organic synthesis. They can be conveniently synthesized in enantiomerically pure form via chemoenzymatic hydrogen cyanide addition onto the corresponding aldehyde using hydroxynitrile lyase. Recently, we reported that such transformations can be efficiently carried out in a continuous flow manner using microreactors. Since racemization of enantiopure cyanohydrins occurs readily under slightly basic conditions, they should be protected before the follow-up reactions, preferably under acidic conditions. In this contribution, we demonstrate that the methoxyisopropyl protection of mandelonitrile can be conveniently optimized in an automated microscale continuous flow system and subsequently scaled up under the same conditions by applying a larger flow reactor.

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-flow catalytic asymmetric hydrogenations: Reaction optimization using FTIR inline analysis ” Rueping , M. , Bootwicha , T. , Sugiono , E. Beilstein Journal of Organic Chemistry 2012 , 8 , 300 – 307 . “ Microfluidic technology: An

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. Hoffmann , K. Nolan , M. Oelgemöller Organic Letters 2012 , 14 , 4342 – 4345 . “ Automated multitrajectory method for reaction optimization in a microfluidic system using online IR analysis ” J. S. Moore , K. F. Jensen

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. Suga , Jun-ichi Yoshida , S. Kashimura , and T. Wakabayashi Chemical Communications 2015 , 51 , 13106 – 13109 “ Simultaneous solvent screening and reaction optimization in microliter slugs ” B. J. Reizman , K. F. Jensen

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the rapid and selective synthesis of 2′-deoxy and 2′,3′-dideoxynucleosides” B. Shen , T. F. Jamison * Australian Journal of Chemistry 2013 , 66 , 157 – 164 . “Characterization of dispersion effects on reaction

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(ELSD) for analysis and UV or MS triggered collection. The short and adjustable residence time allows for efficient reaction optimization and a single reactor size and volume for a range of reaction times. As a proof of concept, they synthesized a 36

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reaction data with greater fidelity and to speed up the reaction optimization process. Consequently, I firmly believe that chemists and engineers should keep working together to push the field forward and to unleash the hidden potential of photochemistry

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chemical composition of the stream by sampling aliquots and transferring them to the respective analytical device. These are powerful techniques utilized for automated reaction optimization and kinetic studies of single step transformations and for

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, there were several examples of automated flow synthesis in this article. The increased use of automated systems and synthesis machines will become more sophisticated and useful. Efforts to automate reaction optimization in flow are underway [ 57 – 59

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area of flow chemistry for automated reaction optimization and molecular discovery in organic synthesis [ 76 ]. 4.2. The Road to Applications — from the Laboratory to the Market Given the considerable

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