Enantioselective Functionalization of Enamides at the β-Carbon Center with Indoles
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim We report an enantioconvergent approach for the functionalization of enamides at the β-carbon atom, which involves a chiral Brønsted acid induced tautomerization of 2-amidoallyl into 1-amidoallyl cations. These putative reactive intermediates were produced by ionization of racemic α-hydroxy enamides with a chiral Brønsted acid and captured with substituted indoles in a highly regio- and enantioselective manner.
Publication Source (Journal or Book title)
Angewandte Chemie - International Edition
Saputra, M., Nepal, B., Dange, N., Du, P., Fronczek, F., Kumar, R., & Kartika, R. (2018). Enantioselective Functionalization of Enamides at the β-Carbon Center with Indoles. Angewandte Chemie - International Edition, 57 (47), 15558-15562. https://doi.org/10.1002/anie.201808764