A highly diastereoselective tandem reaction of 2'-nitrochalcones is reported, involving Michael addition and a subsequent -substitution of the nitro group to produce 1-tetralones with two contiguous chiral centers. A related annulation reaction of 2'-nitrochalcones with potassium cyanide affording 1-indanones with a C3-quaternary chiral center is also demonstrated.

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http://dx.doi.org/10.1021/acs.joc.3c00134DOI Listing

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