NHC organocatalytic formal LUMO activation of α,β-unsaturated esters for reaction with enamides
Chi, Robin Yonggui
Date of Issue2013
School of Physical and Mathematical Sciences
An effective wake-up call: Stable ,β-unsaturated esters were activated by the addition of a chiral N-heterocyclic carbene (NHC) organocatalyst, and the resulting reactive Michael acceptor intermediates reacted with enamide nucleophiles to furnish optically pure products (see scheme; Ts=p-toluenesulfonyl). These products can be converted readily into bioactive δ-lactams, piperidines, and their derivatives.
Angewandte chemie international edition
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