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Highly Stereoselective Cobalt(III)-Catalyzed Three-Component C-H Bond Addition Cascade.


ABSTRACT: A highly stereoselective three-component C(sp(2) )-H bond addition across alkene and polarized π-bonds is reported for which Co(III) catalysis was shown to be much more effective than Rh(III) . The reaction proceeds at ambient temperature with both aryl and alkyl enones employed as efficient coupling partners. Moreover, the reaction exhibits extremely broad scope with respect to the aldehyde input; electron rich and poor aromatic, alkenyl, and branched and unbranched alkyl aldehydes all couple in good yield and with high diastereoselectivity. Multiple directing groups participate in this transformation, including pyrazole, pyridine, and imine functional groups. Both aromatic and alkenyl C(sp(2) )-H bonds undergo the three-component addition cascade, and the alkenyl addition product can rea

SUBMITTER: Boerth JA 

PROVIDER: S-EPMC5039075 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature