Proline derived guanidine catalysts forge extensive H-bonded architectures: a solution and solid state study.
Zahraa S Al-TaieSimon R AnettsJeppe ChristensenSimon J ColesPeter N HortonDaniel M EvansLeigh F JonesFrank F J de KleijneShaun M LedbetterYassin T H MehdarPatrick J MurphyJack A WilsonPublished in: RSC advances (2020)
The preparation of a range of amino acid derived guanidine organocatalysts is reported together with their application to the Michael addition of 2-hydroxy-1,4-napthoquinone to β-nitrostyrene, achieving a maximum ee of 56%. Some insight into the mechanism was sought by using X-ray crystallography and a detailed study of the intra- and intermolecular hydrogen bonding is reported.