Enantioselective Functionalization of Enamides at the β-Carbon Center with Indoles.

ABSTRACT: 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.

SUBMITTER: Saputra MA 

PROVIDER: S-EPMC6407611 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature