55007-06-2Relevant academic research and scientific papers
Visible Light Photocatalysis of 6π Heterocyclization
Münster, Niels,Parker, Nicholas A.,van Dijk, Lucy,Paton, Robert S.,Smith, Martin D.
supporting information, p. 9468 - 9472 (2017/08/01)
Photo-mediated 6π cyclization is a valuable method for the formation of fused heterocyclic systems. Here we demonstrate that irradiation of cyclic 2-aryloxyketones with blue LED light in the presence of an IrIII complex leads to efficient and high yielding arylation across a panoply of substrates by energy transfer. 2-Arylthioketones and 2-arylaminoketones also cyclize effectively under these conditions. Quantum calculation demonstrates that the reaction proceeds via conrotatory ring closure in the triplet excited state. Subsequent suprafacial 1,4-hydrogen shift and epimerization leads to the observed cis-fused products.
Catalytic asymmetric epoxidation of 2-cyclopentenones
Lee, Anna,Reisinger, Corinna M.,List, Benjamin
supporting information; experimental part, p. 1701 - 1706 (2012/07/30)
The first highly efficient asymmetric epoxidation of 2-cyclopentenones has been developed. Using a newly designed and readily available Cinchona amine catalyst, 2-cyclopentenones are reacted with hydrogen peroxide to give the corresponding epoxycyclopentanones in high yields and excellent enantioselectivities. Copyright
