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Continuous-Flow Stereoselective Synthesis in Microreactors: Nucleophilic Additions to Nitrostyrenes Organocatalyzed by a Chiral Bifunctional Catalyst
- Source :
- Journal of Flow Chemistry. 5:17-21
- Publication Year :
- 2015
- Publisher :
- Springer Science and Business Media LLC, 2015.
-
Abstract
- Metal-free stereoselective additions of activated nucleophiles to s-nitrostyrenes were investigated under continuous-flow conditions in microreactors, in the presence of a chiral bifunctional catalyst. Optimization of the experimental setup gave excellent enantioselectivities (up to 85% e.e.) and higher productivities if compared to the flask syntheses. The potential of this flow chemistry approach was demonstrated by the successful synthesis of an advanced intermediate for the preparation of the GABAB receptor agonist Baclofen.
- Subjects :
- Fluid Flow and Transfer Processes
Green chemistry
flow chemistry
Continuous flow
Chemistry
organic chemicals
Organic Chemistry
nitrostyrenes
Flow chemistry
microreactors
Bifunctional catalyst
Nucleophile
Chemistry (miscellaneous)
Organocatalysis
bifunctional catalyst
Organic chemistry
organocatalysis
Stereoselectivity
Microreactor
Subjects
Details
- ISSN :
- 20630212 and 2062249X
- Volume :
- 5
- Database :
- OpenAIRE
- Journal :
- Journal of Flow Chemistry
- Accession number :
- edsair.doi.dedup.....d49bffafcba1c9726af3c4156b46053d