1147765-35-2Relevant articles and documents
Copper(I)-catalyzed highly regio- and stereoselective hydrosilylation of terminal alkynes with boryldisiloxane
Zhou, Hui,Wang, Yan-Bo
, p. 2512 - 2516 (2015/04/14)
By employing 1,1,3,3-tetramethyl-1,3-(pinacolboryl)disiloxane as a novel silicon source, the N-heterocyclic carbene copper complex catalyzed hydrosilylation of terminal alkynes was developed to prepare vinyldisiloxanes in a highly regio- and stereoselective manner. A number of functional groups, including ether, ester, cyano, nitro, halo, hydroxyl, cyclopropyl, and aryl groups, were tolerated under the optimized conditions. A mechanistic investigation was undertaken by using density functional theory calculations. This approach allows facile entry to unsymmetrical disubstituted (E)-alkenes by Pd-catalyzed cross-coupling reactions.
Palladium-catalysed cross-coupling of vinyldisiloxanes with benzylic and allylic halides and sulfonates
Frye, Elizabeth C.,O'Connor, Cornelius J.,Twigg, David G.,Elbert, Bryony,Laraia, Luca,Hulcoop, David G.,Venkitaraman, Ashok R.,Spring, David R.
supporting information; experimental part, p. 8774 - 8779 (2012/09/21)
The Hiyama cross-coupling reaction is a powerful method for carbon-carbon bond formation. To date, the substrate scope of this reaction has predominantly been limited to sp2-sp2 coupling reactions. Herein, the palladium-catalysed Hiyama type cross-coupling of vinyldisiloxanes with benzylic and allylic bromides, chlorides, tosylates and mesylates is reported. A wide variety of functional groups were tolerated, and the synthetic utility of the methodology was exemplified through the efficient total synthesis of the cytotoxic natural product bussealin A. In addition, the antiproliferative ability of bussealin A was evaluated in two cancer-cell lines. Copyright
Fluoride-free cross coupling using vinyldisiloxanes
Sore, Hannah F.,Boehner, Christine M.,MacDonald, Simon J. F.,Norton, David,Fox, David J.,Spring, David R.
supporting information; experimental part, p. 1068 - 1071 (2009/05/30)
Vinyldisiloxanes equilibrate with the corresponding silanolates under basic conditions and subsequently undergo palladium catalysed cross coupling with aryl/heteroaryl iodides and bromides. The Royal Society of Chemistry 2009.