On April 30, 2006, Gulla, Mahendra; Bierer, Lars; Schmidt, Stefan; Redcliffe, Leo; Jaeger, Volker published an article.HPLC of Formula: 38838-06-1 The title of the article was Bromocyclization of unsaturated oximes. Synthesis of five-membered cyclic nitrones (pyrroline n-oxides). And the article contained the following:
The cyclization of a ribose-derived pentenose oxime with various halogen electrophiles showed bromine to be the most effective reagent, leading to 80% of L-lyxo/D-ribo-pyrroline N-oxides in an 84:16 diastereomeric ratio. In order to explore the scope of this facile process, several other γ,δ-unsaturated oximes were submitted to this reaction. Depending on the substitution pattern, 23-87%, yields of pyrroline N-oxides of were registered. With α-allyl-β-keto ester oximes the alkoxycarbonyl group proved a similar (ethoxy) or even better (t-butoxy) trapping nucleophile, leading preferentially to the corresponding (bromomethyl)lactone oxime. With 2,2-dimethyl-3-butene aldoxime, the corresponding 3-bromopyrroline N-oxide was formed, due to a formal, unusual N-endo cyclization to the chain terminus. This was exploited for a new access to six-membered nitrones from a γ,δ-pentene aldoxime, with addition of Br/OH to the C=C of the 4-pentenal first, and oximation/cyclization following then. Example compounds (cyclic nitrones) thus prepared included derivatives of 3a,6a-dihydro-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyrrole, trans-2-(bromomethyl)-3,4-dihydro-3-phenyl-2H-pyrrole 1-oxide, 2,3,4,5-tetrahydro-5,5-dimethyl-3-pyridinol 1-oxide, etc. Presented in part at the 7th Conference on Iminium Salts (ImSaT-7) at Bartholomae/Ostalbkreis, Sept. 6-8, 2005. The experimental process involved the reaction of (3aS,4S,6R,6aR)-4-(Iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole(cas: 38838-06-1).HPLC of Formula: 38838-06-1
The Article related to bromocyclization unsaturated oxime five member cyclic nitrone preparation, symposium bromination cyclization unsaturated oxime, cyclic nitrone pyrroline oxide preparation, unsaturated oxide bromocyclization lactonization cyclic nitrone, pyridine oxide cyclic nitrone preparation, indole oxide cyclic nitrone preparation, pyrrole oxide cyclic nitrone preparation and other aspects.HPLC of Formula: 38838-06-1
Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem