We previously developed an enantioselective construction of spirobilactams via a Pd-catalyzed intramolecular double C�N bond forming reaction (Buchwald�Hartwig reaction) of malonamides. In this work, 1,3-propanediamine derivatives were employed as a substrate in order to establish a new synthetic route of chiral spiro compounds. After screening of reaction conditions, Cu catalysts with diamine ligands proved to promote the desired intramolecular double cyclization to furnish a chiral spirobi(tetrahydroquinoline) scaffold efficiently and enantioselectively.

Copper-catalyzed enantioselective construction of chiral spirobi(tetrahydroquinoline) scaffold

245th National Meeting (2013)

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