54623-33-5Relevant academic research and scientific papers
Cyclization reactions of homopropargyl azide derivatives catalyzed by PtCl4 in ethanol solution: Synthesis of functionalized pyrrole derivatives
Hiroya, Kou,Matsumoto, Shigemitsu,Ashikawa, Masayasu,Ogiwara, Kentaro,Sakamoto, Takao
, p. 5349 - 5352 (2007/10/03)
PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives to pyrrole rings were investigated. Using ethanol as solvent with 2,6-di-tert-butyl-4-methylpyridine as the base was found to be the best set of conditions for effecting this ring-closing reaction. These reaction conditions can be applied to the preparation of functionalized pyrrole derivatives, with no effect on the functional groups.
Stereo- and regioselective metal salt-catalyzed alkynylation of 1,2-epoxides
Chini,Crotti,Favero,Macchia
, p. 6617 - 6620 (2007/10/02)
A simple, efficient, stereoselective, and highly regioselective method for the synthesis of β-hydroxyacetylenes by the direct opening of 1,2-epoxides with lithium acetylides in anhydrous THF, in the presence of metal salts, is described. This new method a
BORON TRIFLUORIDE ASSISTED OPENING OF EPOXIDES BY LITHIUM ALKENYL ALUMINATE REAGENTS
Alexakis, A.,Jachiet, D.
, p. 6197 - 6202 (2007/10/02)
Alkenyl aluminate reagents, obtained by hydroalumination of terminal alkynes followed by ate complexation with MeLi, react readily with poorly reactive cyclic ethers such as cyclohexene oxide and oxetane, in the presence of BF3*Et2O.Alkenyl aluminate reag
Radical Annulation: A Method for Preparation of Carbocycles
Angoh, Gaeatan A.,Clive, Derrick L. J.
, p. 980 - 982 (2007/10/02)
β-Acetylenic radicals, e.g., (6b) and (12), generated in three steps from epoxides or in two steps from α-halogenoketones, respectively, react with electron-defficient olefins to produce five-membered carbocycles by a process of conjugate addition and 5-e
AN EFFICIENT METHOD FOR THE ALKYNYLATION OF OXIRANES USING ALKYNYL BORANES
Yamaguchi, Masahiko,Hirao, Ichiro
, p. 391 - 394 (2007/10/02)
Alkynyl boranes, generated in situ from lithium acetylides and boron trifluoride etherate, were found to react with oxiranes under mild reaction conditions to afford β-hydroxyacetylenes in high yields.
The reaction of lithium trialkylalkynylborates with oxiranes. γ-Hydroxyketone synthesis and stereoselective preparation of trisubstituted ethylenes
Naruse,Utimoto,Nozaki
, p. 3037 - 3043 (2007/10/10)
Lithium trialkylalkynylborates (1) react with oxiranes (2) to give non-isolable intermediates 3 which subsequently afford either γ-hydroxyketones 5, trisubstituted ethylenes of homoallylic alcohol type 6 or a tetrasubstituted ethylene 7 upon appropriate treatment with NaOH/H2O2, AcOH or NaOH/I2, respectively. The reaction of oxiranes with 1 proceeds in high regioselectivity and the resulting homoallylic alcohols 6 are of nearly 100% (E) configuration. A straight chain γ-hydroxyketone 16 is obtained in the reaction of methyloxirane with the ate-complex (1), which has been prepared from lithium acetylide ethylenediamine complex and trihexylborane.
