433732-83-3Relevant articles and documents
Zirconium-Mediated Intramolecular Ester Transfer Reaction: Synthesis of α-Substituted γ-Aminobutyric Acid (GABA) Derivatives
Ito, Hisanaka,Omodera, Katsunori,Takigawa, Yasushi,Taguchi, Takeo
, p. 1499 - 1501 (2002)
(matrix presented) The zirconium-mediated intramolecular ester transfer reaction of N-alkenyl carbamate derivatives proceeded to give α-substituted γ-aminobutyric acid (GABA) derivatives in good to excellent yields. Quenching experiments of the reaction mixture with iodine or O2 indicated the presence of a cyclopropane intermediate. The resulting iodide was converted to 2-substituted pyrrolidine-3-carboxylate and/or α-alkylidene-γ-aminobutyric acid derivatives in a stereospecific manner.
Palladium- and ruthenium-catalyzed cycloisomerization of enynamides and enynhydrazides: A rapid approach to diverse azacyclic frameworks
Walker, P. Ross,Campbell, Craig D.,Suleman, Abid,Carr, Greg,Anderson, Edward A.
supporting information, p. 9139 - 9143 (2013/09/12)
I want to ride my azacycle: The title reaction of enynamides affords a wide diversity of azacycles. The reactions are high-yielding, highly stereoselective, and proceed rapidly under mild reaction conditions. Equivalent transformations using enynhydrazides offer new routes to pyrazole and indazole scaffolds. Boc=tert-butoxycarbonyl, EWG=electron-withdrawing group, Ns=4-nitrobenzenesulfonyl, Ts=4-toluenesulfonyl. Copyright
Synthesis of cyclic dienamide using ruthenium-catalyzed ring-closing metathesis of ene-ynamide
Mori, Miwako,Wakamatsu, Hideaki,Saito, Nozomi,Sato, Yukako,Narita, Rie,Sato, Yoshihiro,Fujita, Reiko
, p. 3872 - 3881 (2007/10/03)
Ring-closing metathesis of ene-ynamide, which has alkene and ynamide moieties in a molecule, using a second-generation ruthenium carbene complex produced nitrogen-containing heterocycles, which have a dienamide moiety, in high yields. Diels-Alder reaction
A stereochemically flexible approach to pyrrolidines based on 5-endo-trig iodocyclisations of homoallylic sulfonamides
Jones,Knight,Hibbs
, p. 1182 - 1203 (2007/10/03)
5-endo-trig Iodocyclisations of the (E)-homoallylic sulfonamides 24 in the presence of potassium carbonate give excellent yields of trans-2,5-disubstituted-3-iodopyrrolidines 36. In the absence of base, these initial kinetic products undergo rapid isomeri
A new, highly stereoselective approach to pyrrolidines via overall 5-endo-trig cyclisations of homoallylic tosylamides
Jones, Andrew D.,Knight, David W.
, p. 915 - 916 (2007/10/03)
Iodocyclisations of E-homoallylic tosylamides 7 lead to excellent yields of either 2,5-trans- or 2,5-cis-3-iodopyrrolidines (10 or 11), depending upon the reaction conditions.