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Iron-catalyzed asymmetric epoxidation of β,β-disubstituted enones.


ABSTRACT: The combination of Fe(OTf)(2) and novel phenanthroline ligands enables the catalytic asymmetric epoxidation of acyclic β,β-disubstituted enones, which have been a heretofore inaccessible substrate class. The reaction provides highly enantioenriched α,β-epoxyketones (up to 92% ee) that can be further converted to functionalized β-ketoaldehydes with an all-carbon quaternary center.

SUBMITTER: Nishikawa Y 

PROVIDER: S-EPMC3116448 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature