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Chiral isoxazolidine-mediated stereoselective umpolung α-phenylation of methyl ketones. | LitMetric

An effective asymmetric α-phenylation of methyl ketones with triphenylaluminium in the presence of (+)-benzopyranoisoxazolidine has been developed. The reaction proceeds via the in situ formation of a chiral N-alkoxyenamine and the subsequent diastereoselective nucleophilic phenylation to provide α-phenylated products in moderate to good yields, with high enantioselectivities.

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http://dx.doi.org/10.1039/c8ob02480dDOI Listing

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