114701-82-5Relevant academic research and scientific papers
Mild Isomerization of Conjugated Dienes Using Co-Mediated Hydrogen Atom Transfer
Delgado, Kyle R.,Youmans, Dustin D.,Diver, Steven T.
supporting information, p. 750 - 754 (2020/01/31)
A mild and high yielding rearrangement of 1,3-disubstituted-1,3-dienes to 1,1,4-trisubstituted-1,3-dienes using a cobaloxime catalyst and a silane cocatalyst is reported. Chiral centers near the conjugated diene were not racemized. Deuterium labeling studies are consistent with a hydrogen atom transfer mechanism, and radical intermediates were found to be accessible due to the observed ring opening of a cyclopropane ring.
Ruthenium hydride-promoted dienyl isomerization: Access to highly substituted 1,3-dienes
Clark, Joseph R.,Griffiths, Justin R.,Diver, Steven T.
supporting information, p. 3327 - 3330 (2013/04/24)
Ruthenium hydrides were found to promote the positional isomerization of 1,3-dienes into more highly substituted 1,3-dienes in a stereoconvergent manner. The reaction can be conducted in one pot starting with terminal alkynes and alkenes by triggering decomposition of the Grubbs catalyst into a ruthenium hydride, which promotes the dienyl isomerization. The presence of an alcohol additive plays a helpful role in the reaction, significantly increasing the chemical yields. Mechanistic studies are consistent with hydrometalation of the geminally substituted alkene of the 1,3-diene and transit of the ruthenium atom across the diene framework via a π-allylruthenium intermediate.
(E)-(2-Bromoethenyl)diisopropoxyborane. A New Building Block for (E)-Olefins
Hyuga, Satoshi,Yamashina, Naoko,Hara, Sheji,Suzuki, Akira
, p. 809 - 812 (2007/10/02)
(E)-(2-Bromoethenyl)diisopropoxyborane is a useful precursor for the synthesis of (E)-olefins by the stepwise cross-coupling reaction with organozinc chlorides and then with organic halides in the presence of a base, both catalyzed by Pd complex.
(E)-(2-Bromoethenyl)dibromoborane. A New Precursor for (E)-1,2-Disubstituted Ethenes
Hyuga, Satoshi,Chiba, Yasumichi,Yamashina, Naoko,Hara, Shoji,Suzuki, Akira
, p. 1757 - 1760 (2007/10/02)
(E)-(2-Bromoethenyl)dibromoborane, prepared readily by the bromoboration of acetylene with tribromoborane, can be used as an effective precursor for the stereoselective synthesis of (E)-1,2-disubstituted ethenes.
