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Microreactor-Mediated Organocatalysis: Towards the Development of Sustainable Domino Reactions

Microreactor-Mediated Organocatalysis: Towards the Development of Sustainable Domino Reactions Abstract Microreactor-mediated organocatalysed Michael reactions have been developed. By using a soluble proline-derived catalyst, Michael-type reactions, leading to γ-nitroketones, have been optimized in homogeneous and continuous-flow conditions. As proof of principle, an integrated microfluidic system able to perform domino processes useful in the preparation of bicyclo[4.4.0]decanes with six contiguous stereogenic centres has been set up. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Flow Chemistry Springer Journals

Microreactor-Mediated Organocatalysis: Towards the Development of Sustainable Domino Reactions

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Publisher
Springer Journals
Copyright
2013 Akadémiai Kiadó
ISSN
2062-249X
eISSN
2063-0212
DOI
10.1556/jfc-d-13-00003
Publisher site
See Article on Publisher Site

Abstract

Abstract Microreactor-mediated organocatalysed Michael reactions have been developed. By using a soluble proline-derived catalyst, Michael-type reactions, leading to γ-nitroketones, have been optimized in homogeneous and continuous-flow conditions. As proof of principle, an integrated microfluidic system able to perform domino processes useful in the preparation of bicyclo[4.4.0]decanes with six contiguous stereogenic centres has been set up.

Journal

Journal of Flow Chemistry – Springer Journals

Published: Apr 1, 2013

Keywords: chemistry/food science, general; green chemistry; organic chemistry; inorganic chemistry; nanochemistry; industrial chemistry/chemical engineering

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  • In order to find homogenous conditions suitable for the chip microreactor, several catalysts and solvents were tested in macrobatch conditions (see Figure 1). Catalyst la in DMSO was found to be the best choice for this investigation.
    In order to find homogenous conditions suitable for the chip microreactor, several catalysts and solvents were tested in macrobatch conditions
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  • It is worth mentioning that the use of the catalyst la is mandatory in order to observe conversion of the reactants and diastereoselectivity. No reaction was observed in the absence of the catalyst under the same continuous flow conditions.