1242049-82-6Relevant articles and documents
Expanding biohybrid-mediated asymmetric catalysis into the realm of RNA
Duchemin, Nicolas,Benedetti, Erica,Bethge, Lucas,Vonhoff, Stefan,Klussmann, Sven,Vasseur, Jean-Jacques,Cossy, Janine,Smietana, Michael,Arseniyadis, Stellios
supporting information, p. 8604 - 8607 (2016/07/14)
The recent development of biohybrid catalytic systems has allowed synthetic chemists to reach high levels of selectivity on a wide variety of valuable synthetic transformations. In this context, DNA-based catalysts have emerged as particularly appealing t
DNA-cellulose: An economical, fully recyclable and highly effective chiral biomaterial for asymmetric catalysis
Benedetti, Erica,Duchemin, Nicolas,Bethge, Lucas,Vonhoff, Stefan,Klussmann, Sven,Vasseur, Jean-Jacques,Cossy, Janine,Smietana, Michael,Arseniyadis, Stellios
supporting information, p. 6076 - 6079 (2015/04/14)
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 o
DNA vs. mirror-image DNA: A universal approach to tune the absolute configuration in DNA-based asymmetric catalysis
Wang, Jocelyn,Benedetti, Erica,Bethge, Lucas,Vonhoff, Stefan,Klussmann, Sven,Vasseur, Jean-Jacques,Cossy, Janine,Smietana, Michael,Arseniyadis, Stellios
supporting information, p. 11546 - 11549 (2013/11/06)
Mirror mirror on the wall: By taking advantage of the unique structural features of L-DNA, the first examples of left-helical enantioselective induction in the field of DNA-based asymmetric catalysis were realized. Most importantly, this approach is the o
On the role of DNA in DNA-based catalytic enantioselective conjugate addition reactions
Dijk, Ewold W.,Boersma, Arnold J.,Feringa, Ben L.,Roelfes, Gerard
experimental part, p. 3868 - 3873 (2010/09/16)
A kinetic study of DNA-based catalytic enantioselective Friedel-Crafts alkylation and Michael addition reactions showed that DNA affects the rate of these reactions significantly. Whereas in the presence of DNA, a large acceleration was found for the Friedel-Crafts alkylation and a modest acceleration in the Michael addition of dimethyl malonate, a deceleration was observed when using nitromethane as nucleophile. Also, the enantioselectivities proved to be dependent on the DNA sequence. In comparison with the previously reported Diels-Alder reaction, the results presented here suggest that DNA plays a similar role in both cycloaddition and conjugate addition reactions.