A nickel complex of isoquinox promoted enantioselective conjugate arylation and heteroarylation of enones using aryl and heteroaryl halides directly. The reaction was successfully applied to stereoselective syntheses of ar-turmerone, chiral fragments of (+)-tolterodine and AZD5672. Mechanistically, experiments and calculations supported that an arylnickel(I) complex inserted to enones via an elementary 1,4-addition.
Catalytic enantioselective domino alkenylation-heteroarylation of nonconjugated iododienes proceeded with excellent stereoselectivity and broad scopes of substrates. The reaction enables stereoselective syntheses of substituted azacycles and oxacycles such as piperidine, pyrrolidine,...
Cobalt complexes of chiral pyrox ligands catalyzed enantioselective
reductive couplings of nonconjugated iododienes with aryl iodides
or alkenyl bromides. The reaction enabled stereoselective syntheses
of 5–7-membered azacycles carrying quaternary stereocenters.
Mechanistically, cross-electrophile selectivity originated from selective
coupling of alkylcobalt(I) complexes generated after cyclization with
aryl iodides.
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