Highly Enantioselective Kinetic Resolution of Michael Adducts through N-Heterocyclic Carbene Catalysis: An Efficient Asymmetric Route to Cyclohexenes



: Chen XY, Li S, Liu Q, Kumar M, Peuronen A, Rissanen K, Enders D

Publisher: WILEY-V C H VERLAG GMBH

: 2018

: Chemistry - A European Journal

: CHEMISTRY-A EUROPEAN JOURNAL

: CHEM-EUR J

: 24

: 39

: 9735

: 9738

: 4

: 0947-6539

: 1521-3765

DOI: https://doi.org/10.1002/chem.201802420


A highly efficient strategy for the kinetic resolution of Michael adducts was realized using a chiral N-heterocyclic carbene catalyst. The kinetic resolution provides a new convenient route to single diastereomers of cyclohexenes and Michael adducts in good yields with high enantiomeric excesses (up to 99% ee with a selectivity factor of up to 458). This "two flies with one swat" concept allows the synthesis of these two synthetically valuable compound classes at the same time by a single transformation.



Last updated on 2024-26-11 at 23:09