Sandmeier, Tobias; Carreira, Erick M. published the article 《Enantioselective synthesis of cyclic nitrones and oxime ethers by chemoselective allylic alkylation of oximes》. Keywords: cyclic nitrone oxime ether chemoselective enantioselective preparation; oxime allylic alc kinetic resolution; iridium catalyst intramol allylation oxime allylic alc; base scandium mediated iridium catalyst chemoselective allylation hydroxyalkenal oxime; tandem intramol allylation dipolar cycloaddition alkenyl oxime allylic alc.They researched the compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine( cas:1265884-98-7 ).Electric Literature of C34H22NO2P. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1265884-98-7) here.
In the presence of [Ir(cod)Cl]2 and a nonracemic dibenzazepanyl binaphthylphosphoramidite. oximes with attached allylic alc. moieties such as I underwent chemoselective and enantioselective intramol. allylation reactions with kinetic resolution mediated by either dichloroacetic acid or (in some cases) by Sc(OTf)3 and Cs2CO3 to give nonracemic hydroxyalkenyl oximes such as II and either cyclic nitrones such as III or cyclic oxime ethers such as IV, resp. Oximes with pendant alkenes (in addition to the allylic alc. moiety) such as H2C:CH(CH2)3C(:NOH)(CH2)3CH(OH)CH:CH2 underwent tandem allylation and diastereoselective 1,3-dipolar cycloaddition reactions to yield tricyclic oxazolidines such as V. Mixtures of oxime diastereomers underwent convergent allylation to single enantiomers of the nitrone and allylic alc. products. Acylhydrazones with allylic alc. moieties underwent enantioselective allylation reactions to yield azomethine imines; if a pendant alkene was present, a tricyclic pyrazolidine was formed by tandem allylation and 1,3-dipolar cycloaddition The method was used for the formal syntheses of the glycoprotein GP IIb-IIIa receptor antagonist (-)-roxifiban and of the alkaloid (+)-halichlorine.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem