A1 Refereed original research article in a scientific journal
Highly Enantioselective Kinetic Resolution of Michael Adducts through N-Heterocyclic Carbene Catalysis: An Efficient Asymmetric Route to Cyclohexenes
Authors: Chen XY, Li S, Liu Q, Kumar M, Peuronen A, Rissanen K, Enders D
Publisher: WILEY-V C H VERLAG GMBH
Publication year: 2018
Journal: Chemistry - A European Journal
Journal name in source: CHEMISTRY-A EUROPEAN JOURNAL
Journal acronym: CHEM-EUR J
Volume: 24
Issue: 39
First page : 9735
Last page: 9738
Number of pages: 4
ISSN: 0947-6539
eISSN: 1521-3765
DOI: https://doi.org/10.1002/chem.201802420
Abstract
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.
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.
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