| Literature DB >> 25613918 |
Erica Benedetti1, Nicolas Duchemin, Lucas Bethge, Stefan Vonhoff, Sven Klussmann, Jean-Jacques Vasseur, Janine Cossy, Michael Smietana, Stellios Arseniyadis.
Abstract
The challenge in DNA-based asymmetric catalysis is to perform a reaction in the vicinity of the helix by incorporating a small-molecule catalyst anchored to the DNA in a covalent, dative, or non-covalent yet stable fashion in order to ensure high levels of enantio-discrimination. Here, we report the first generation of a DNA-based catalyst bound to a cellulose matrix. The chiral biomaterial is commercially available, trivial to use, fully recyclable and produces high levels of enantioselectivity in various Cu(II)-catalyzed asymmetric reactions including Friedel-Crafts alkylations and Michael additions. A single-pass, continuous-flow process is also reported affording fast conversions and high enantioselectivities at low catalyst loadings thus offering a new benchmark in the field of DNA-based asymmetric catalysis.Entities:
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Year: 2015 PMID: 25613918 DOI: 10.1039/c4cc10190a
Source DB: PubMed Journal: Chem Commun (Camb) ISSN: 1359-7345 Impact factor: 6.222