148290-52-2Relevant academic research and scientific papers
CDPI3-Enediyne and CDPI3-EDTA Conjugates: A New Class of DNA Cleaving Agents
Boger, Dale L.,Zhou, Jiacheng
, p. 3018 - 3024 (2007/10/02)
The synthesis and preliminary evaluation of 1a and 1b, prototypical CDPI3-enediyne and CDPI3-EDTA conjugates constituting a new class of DNA cleaving agents, are detailed.
Synthetic studies of the tandem enediyne-mono- and bis-radical cyclizations
Grissom, Janet Wisniewski,Calkins, Trevor L.,Egan, Miles
, p. 11744 - 11752 (2007/10/02)
The readily synthesized enediynes 12a-j possessing a tethered olefin radical acceptor can participate in a tandem enediyne-radical cyclization to yield dihydrobenzindene derivatives 14a-j. In the present study, the scope of this reaction was expanded to i
Aryl Radical Additions to Aldehydes and Oxime Ethers: The Tandem Enediyne-Radical Cyclization
Grissom, Janet Wisniewski,Klingberg, Detlef
, p. 6559 - 6564 (2007/10/02)
The previously unreported cyclization of aryl radicals onto aldehyde and oxime ether acceptors is described.The aryl radicals were generated from a cyclization of enediyne substrates.The aldehydes 6 and 9 and the oxime ethers 7 and 10 were heated to 190 deg C in chlorobenzene in the presence of 1,4-cyclohexadiene as a hydrogen atom source to yield the tandem enediyne-radical cyclization products 11a, 11b, 14, 21, and 22, and the simple enediyne cyclization products 12, 13, 15, 16, and 23.For the enediyne aldehyde substrates tandem enediyne-radical cyclization does not appear to be a synthetically useful process and a mixture of products was obtained.The aryl radicals generated in these enediyne cyclizatios subsequently undergo either a radical cyclization or other reactions such as hydrogen abstraction from 1,4-cyclohexadiene, decarbonylation, or intramolecular 1,5- and 1,6-hydrogen abstractinos.In contrast, the reactions with oxime ether precursors provide the tandem enediyne-radical cyclization products in good yield and provide a useful alternative to the tandem enediyne-6-exo-radical cyclization onto olefins.
