Asymmetric
Homoenolate Additions to Acyl Phosphonates
through Rational Design of a Tailored <i>N</i>‑Heterocyclic
Carbene Catalyst
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Abstract
A highly selective NHC-catalyzed
synthesis of γ-butyrolactones
from the fusion of enals and α-ketophosphonates has been
developed. Computational modeling of competing transition states guided
a rational design strategy to achieve enhanced levels of enantioselectivity
with a new tailored <i>C</i><sub>1</sub>-symmetric biaryl-saturated
imidazolium-derived NHC catalyst