The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. 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 ) is researched.Electric Literature of C34H22NO2P.Crisenza, Giacomo E. M.; Faraone, Adriana; Gandolfo, Eugenio; Mazzarella, Daniele; Melchiorre, Paolo published the article 《Catalytic asymmetric C-C cross-couplings enabled by photoexcitation》 about this compound( cas:1265884-98-7 ) in Nature Chemistry. Keywords: allylic compound preparation enantioselective regioselective; dihydropyridine allylic alc photochem alkyl cross coupling iridium catalyst. Let’s learn more about this compound (cas:1265884-98-7).
Here, authors show how by simply using visible light can divert the established ionic reactivity of a chiral allyl-iridium(III) complex to switch on completely new catalytic functions, enabling mechanistically unrelated radical-based enantioselective pathways. Photoexcitation provides the chiral organometallic intermediate with the ability to activate substrates via an electron-transfer manifold. This redox event unlocks an otherwise inaccessible cross-coupling mechanism, since the resulting iridium(II) center can intercept the generated radicals and underwent a reductive elimination to forge a stereogenic center with high stereoselectivity. This photochem. strategy enables difficult-to-realize enantioselective alkyl-alkyl cross-coupling reactions between allylic alcs. and readily available radical precursors, which are not achievable under thermal activation.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem