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  • Title: Enantioselective radical cyclizations: a new approach to stereocontrol of cascade reactions.
    Author: Miyabe H, Takemoto Y.
    Journal: Chemistry; 2007; 13(26):7280-6. PubMed ID: 17659664.
    Abstract:
    Stereocontrol in a cascade radical addition-cyclization-trapping reaction was achieved by a new approach, which utilizes a hydroxamate ester moiety as a coordinating chiral Lewis acid tether between two radical acceptors. A remarkable feature of this reaction is the construction of three bonds and tertiary and quaternary stereogenic centers through both inter- and intramolecular carbon-carbon bond-forming processes. The chiral Lewis acid mediated reaction of oxime ethers also proceeded smoothly with good enantio- and diastereoselectivities, indicating the usefulness of the cascade approach for the asymmetric synthesis of various gamma-lactams.
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