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Facile Access to Chiral Ketones through Metal-Free Oxidative C[BOND]C Bond Cleavage of Aldehydes by O2


  • We are grateful for the generous financial support from the Singapore National Research Foundation (NRF), the Singapore Economic Development Board (EDB), GlaxoSmithKline (GSK), and the Nanyang Technological University (NTU); Dr. Y. Li and Dr. R. Ganguly (X-ray structure, NTU). We also appreciate the thoughtful suggestions from the referees.


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Giving the metal the boot: The title reaction provides facile access to functionalized chiral ketones from chiral α,α′-disubstituted aldehydes in the presence of molecular oxygen (see scheme). The C[BOND]C bond-cleavage approach offers an alternative or better method relative to the typical bond-forming strategies used in synthesizing chiral ketones.