40071-70-3Relevant articles and documents
Novel electrochemical deoxygenation reaction using diphenylphosphinates
Lam, Kevin,Marko, Istvan E.
, p. 406 - 409 (2011/04/18)
The electrochemical reduction of diphenylphosphinate esters leads smoothly and in high yields to the corresponding deoxygenated products. In comparison with the previously developed methodologies, the electrolysis could be performed at lower temperature and with a higher current density, resulting in a shorter reaction time.
Action of lithium ethylenediamine on 1,4-diketone
Ghosh, Pranab,Chakraborty, Prasanta
experimental part, p. 1125 - 1128 (2011/06/19)
Reactions of lithium ethylenediamine (Li/EDA) have been carried out on 1,4-diketones such as cholest-4(5)-en-3,6-dione (1) and hexane-2,5-dione (7). The resulting compounds have been characterized by optical rotation, IR, mass spectra and by comparison with authentic samples.
Safe, facile radical-based reduction and hydrosilylation reactions in a microreactor using tris(trimethylsilyl)silane
Odedra, Arjan,Geyer, Karolin,Gustafsson, Tomas,Gilmour, Ryan,Seeberger, Peter H.
scheme or table, p. 3025 - 3027 (2009/02/04)
A highly efficient system for tris(trimethylsilyl)silane (TTMSS) mediated deoxygenation, dehalogenation and hydrosilylation reactions is described in a microstructured device; this convenient platform enables the scale up of radical-based processes. The Royal Society of Chemistry.
Using toluates as simple and versatile radical precursors
Lam, Kevin,Marko, Istvan E.
scheme or table, p. 2773 - 2776 (2009/05/30)
(Chemical Equation Presented) The viability of the toluate moiety as a radical precursor has been examined by studying deoxygenation and cyclization reactions.
Chemoselective reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by various hydride reagents
Kim, Eunjeong,Ma, Eunsook
, p. 360 - 367 (2008/02/04)
The chemoselectivity of rigid cyclic α,β-unsaturated carbonyl group on the reducing agents was influenced by the ring size and steric factor. Cholesterol (cholest-5-en-3β-ol) and dehydroepiandrosterone (DHEA) were oxidized with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to form 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione. They were reduced with NaBH4, lithium tri-sec-butylborohydride (l-Selectride), LiAlH4, 9-borabicyclo[3.3.1]nonane (9-BBN), lithium triethylborohydride (Super-hydride), and BH3·(CH3)2S in various conditions, respectively. Reduction of 1,4,6-cholestatrien-3-one and 1,4,6-androstatriene-3,17-dione by NaBH4 (4 equiv.) produced 4,6-cholestadien-3β-ol and 4,6-androstadiene-3β,17β-diol, respectively. Reduction by l-Selectride (12 equiv.) afforded 4,6-cholestadien-3α-ol and 4,6-androstadiene-3α,17β-diol, chemoselectively. Reaction with Super-hydride (12 equiv.) produced 4,6-cholestadien-3-one and 3-oxo-4,6-androstadien-17β-ol. Reduction of 1,4,6-cholestatrien-3-one by 9-BBN (14 equiv.) produced 1,4,6-cholestatrien-3α-ol, but 1,4,6-androstatriene-3,17-dione was not reacted with 9-BBN in the reaction conditions. Reaction of LiAlH4 (6 equiv.) formed 4,6-cholestadien-3β-ol and 3-oxo-1,4,6-androstatrien-17β-ol. Reduction of 1,4,6-cholestatrien-3-one by BH3·(CH3)2S (11 equiv.) gave cholestane as major compound and unlike reactivity of cholesterol, 1,4,6-androstatriene-3,17-dione by 8 equiv. of BH3·(CH3)2S formed 3-oxo-1,4,6-androstatrien-17β-ol. LiAlH4 and BH3·(CH3)2S showed relatively low chemoselectivity.
Radical deoxygenation of alcohols and intermolecular carbon-carbon bond formation with surfactant-type radical chain carriers in water
Cho, Dae Hyan,Jang, Doo Ok
, p. 1799 - 1802 (2007/10/03)
An efficient and mild method is developed for radical deoxygenation of alcohols and formation of carbon-carbon bonds in water without adding additives such as surfactants. The reaction was applied to synthesis of 2′,3′-didehydro-2′,3′-dideoxynucleosides that are potent anti-HIV agents. The reaction afforded environmentally benign reaction conditions.
One-pot synthesis of recyclable palladium catalysts for hydrogenations and carbon-carbon coupling reactions
Kim, Namdu,Kwon, Min Serk,Park, Cheon Min,Park, Jaiwook
, p. 7057 - 7059 (2007/10/03)
Palladium nanoparticles were generated from tetrakis(triphenylphophine) palladium in a mixture of tetra(ethylene glycol) and tetramethoxysilane (or titanium(IV) isopropoxide), then encapsulated in silica matrix (or titania matrix) by the treatment with water. The resulting heterogeneous material showed high catalytic activity in the hydrogenations of various alkene and alkynes and in the carbon-carbon cross-coupling reactions such as the Suzuki-Miyaura, the Sonogashira, the Heck-Mizoroki, and the Stille reactions.
Seco-cholestane derivatives and methods of making the same
-
, (2008/06/13)
The present invention is directed to novel seco-cholestane derivatives, as well as to pharmaceutical compositions thereof, and methods of making the same. More particularly, the invention relates to C5- and C8-substituted seco-cholestane derivatives. The compounds of the invention can exhibit CDC25 phosphatase inhibition properties and anti-cancer activity.
Tetraaryldisilanes as a novel strategic radical reagent
Yamazaki, Osamu,Togo, Hideo,Malsubayashi, Sou,Yokoyama, Masataka
, p. 3735 - 3747 (2007/10/03)
Reactivity of 1,1,2,2-tetraaryldisilanes as a radical reagent in ethanol was studied in reduction of alkyl bromides, addition to olefins and alkylation onto heteroaromatic bases with alkyl bromides. The present organodisilanes showed moderate to good reactivities for these three types of radical reactions. Among some disilanes prepared, 1,1,2,2-tetraphenyldisilane is the most useful in view of its reactivity and ease of preparation.
