4668-91-1Relevant academic research and scientific papers
Improved dienophilicity of nitrocycloalkenes: Prospects for the development of a trans-Diels-Alder paradigm
Woo, Han Kim,Jun, Hee Lee,Danishefsky, Samuel J.
supporting information; experimental part, p. 12576 - 12578 (2010/01/30)
(Chemical Equation Presented) The development of an efficient and stereoselective trans-Diels-Alder paradigm is described. A central element of this transformation is the introduction of a temporary dienophilic functionality (A), which serves both to acti
Palladium Assisted Transfer Hydrogenation of Cyclic α,β-Unsaturated Ketones by Ammonium Formate
Rao, H. Surya Prakash,Reddy, K. Subba
, p. 171 - 174 (2007/10/02)
α,β-Unsaturated ketones can be hydrogenated conveniently under catalytic hydrogenation conditions using ammonium formate / Pd-C (10percent) in refluxing methanol.
Enzymes in Organic Synthesis. 46. Regiospecific and Stereoselective Horse Liver Alcohol Dehydrogenase Catalyzed Reductions of cis- and trans-Bicyclononanones
Krawczyk, Andrzej R.,Jones, J. Bryan
, p. 1795 - 1801 (2007/10/02)
Further evidence for the preference of horse liver alcohol dehydrogenase for six-membered rather than five-membered ring ketone substrates is presented.This chemospecificity can be exploited preparatively, as illustrated by the HLADH-catalyzed reductions
A CONVENIENT PROCEDURE FOR DISSOLVING METAL REDUCTIONS
Markgraf, J. Hodge,Staley, Stuart Waugh,Allen, Timothy R.
, p. 1471 - 1478 (2007/10/02)
Alicyclic α,β-unsaturated ketones react with lithium in ethylenediamine, followed by Jones oxidation, to give cyclic ketones in good yield.The stereoselectivity at the β position parallels that observed with lithium in liquid ammonia.
INTAMOLECULAR CYCLIZATION MEDIATED BY SILYLMETALATION OF ACETYLENES WITH PhMe2SiMgMe/CuI AND RADICAL NATURE OF THE REAGENT
Okuda, Yasuhiro,Morizawa, Yoshitomi,Oshima, Koichiro,Nozaki, Hitosi
, p. 2483 - 2486 (2007/10/02)
Whereas CuI catalyzed silylmagnesation of the tosylate of 5-hexyn-1-ol with the title reagent affords dimethylphenylsilylmethylenecyclopentane exclusively, the mesylate of 3-butyn-1-ol gives a mixture of unexpected silylcyclobutene and cyclopropylidene derivative.
ADDITION OF ORGANIC ACIDS TO cis-BICYCLONONA-3,7-DIENE. SYNTHESIS OF COMPOUNDS OF THE BREXANE AND BRENDANE SERIES
Arbuzov, V. A.,Gevorkyan, G. G.,Pekhk, T. I.,Bobyleva, N. A.,Belikova, N. A.
, p. 1114 - 1124 (2007/10/02)
The esters of cis-bicyclononenols, exo- and endo-brexan-5-ols, and exo-brendan-2-ol were obtained by the addition of formic, acetic, and trifluoroacetic acids to cis-bicyclonona-3,7-diene.The composition of the reaction products and its dependence on the reaction conditions were determined.A method is proposed for the separation of the bicyclic and tricyclic components.The mechanism of the transannular cyclization is discussed.
HYDROBORATION AND OXYMERCURATION-DEMERCURATION OF CIS-BICYCLONONA-3,7-DIENE. SYNTHESIS OF CIS-BICYCLONONENONES
Arbuzov, V. A.,Pekhk, T. I.,Belikova, N. A.,Bobyleva, A. A.,Plate, A. F.
, p. 273 - 282 (2007/10/02)
Four isomeric cis-bicyclononenones were obtained from cis-bicyclonona-3,7-diene by hydroboration and oxymercuration-demercuration.Their structures were determined by means of their 13C NMR spectra.The addition of the hydroborating agents takes place preferentially (60-80percent) at the cyclopentene double bond at the C7 and C8 atoms and is most selective in the case of 9-borabicyclononane.The direction of addition of mercuric acetate depends on the solvent; the reaction takes place most selectively (95percent) at the cyclohexene double bond in 1:9 aqueous THF, and here the mercury adds to the C4 carbon atom to the extent of 90percent.
